WO2018123417A1

WO2018123417A1 - Liquid crystal composition and liquid crystal display element

Info

Publication number: WO2018123417A1
Application number: PCT/JP2017/042976
Authority: WO
Inventors: 翔太小坂; 麻理奈後藤; 雄一井ノ上; 須藤　豪
Original assignee: Dic株式会社
Priority date: 2016-12-26
Filing date: 2017-11-30
Publication date: 2018-07-05
Also published as: CN109952361A; JP6380825B1; JPWO2018123417A1

Abstract

[Problem] The purpose of the present invention is to provide: a liquid crystal composition including a polymerizable compound with which a sufficient pretilt angle can be formed within a short period of time and which is for producing a highly reliable PSA- or PSVA-type liquid crystal display element; and a liquid crystal display element using the liquid crystal composition. [Solution] The present invention is a liquid crystal composition including: one or more kinds of polymerizable compounds represented by general formula (I); and one or more kinds of compounds selected from the group consisting of compounds represented by general formula (N-1) and compounds represented by general formula (J).

Description

Liquid crystal composition and liquid crystal display element

The present invention relates to a liquid crystal composition containing a polymerizable compound and a liquid crystal display device using the same.

The PSA (Polymer Sustained Alignment) type liquid crystal display device has a structure in which a polymer structure is formed in the cell in order to control the pretilt angle of the liquid crystal molecules, and has been developed as a liquid crystal display device due to its high-speed response and high contrast. Is underway.

A PSA type liquid crystal display device is manufactured by injecting a liquid crystal composition containing a polymerizable compound between substrates, irradiating ultraviolet rays in a state where liquid crystal molecules are aligned by applying a voltage, and polymerizing the polymerizable compound. This is done by fixing the orientation of the liquid crystal molecules. Therefore, for the PSA type liquid crystal display element, the pretilt angle is an important configuration that controls the alignment direction of liquid crystal molecules or is related to the response speed. Therefore, in the step of polymerizing the polymerizable compound in the liquid crystal composition used, The step of forming the pretilt angle of the polymerizable compound is very important. If the time until the predetermined pretilt angle is formed is short, the pretilt angle formed by the polymerizable compound is formed with a short ultraviolet irradiation time or low integrated irradiation energy, so that the ultraviolet irradiation time in the manufacturing process can be shortened. On the other hand, if it takes a long time to form the pretilt angle of the polymerizable compound, more ultraviolet irradiation is required, so that a long ultraviolet irradiation time and low integrated irradiation energy are required. In this way, when strong ultraviolet rays are irradiated for a long time in the polymerization step, the production apparatus is increased in size and the production efficiency is lowered, and the liquid crystal composition is deteriorated by the ultraviolet rays. Therefore, development of a liquid crystal composition containing a polymerizable compound having a large amount of change in pretilt angle after ultraviolet irradiation is desired. Note that the amount of change in the pretilt angle after ultraviolet irradiation is large means that when a liquid crystal composition containing a polymerizable compound is irradiated with ultraviolet rays for a unit time, the pretilt angle before ultraviolet irradiation and the pretilt angle after ultraviolet irradiation are set. It means that there is a big difference. Therefore, if the amount of change in the pretilt angle after ultraviolet irradiation is large, a sufficient pretilt angle can be formed even in a short ultraviolet irradiation time.

As an approach for increasing the polymerization rate or reducing the residual amount of the polymerizable compound, there is a method in which the polymerizable compound added to the liquid crystal composition has a specific structure. For example, in Patent Document 1, a display element is configured using a polymerizable compound having a terphenyl structure as a ring structure, and in Patent Document 2, a display element is configured using a polymerizable compound having an acetylene structure. Is disclosed.

Special table 2013-509457 gazette Japanese Patent Application No. 2012-530144

As shown in Examples of Patent Document 1 and Patent Document 2, ultraviolet rays can be obtained by using the following compound (A) having a terphenyl skeleton or compound (B) having an acetylene structure. Attempts have been made to improve the polymerization rate of the polymerizable compound during irradiation.
However, in the display element using the compound (A) or the compound (B) as the polymerizable compound, although the residual amount of the polymerizable compound is sufficiently small, the polymerization rate is relatively fast, but the amount of change in the pretilt angle after the ultraviolet irradiation. Was small, and it took time to form the pretilt angle.

The problem to be solved by the present invention is to manufacture a PSA type or PSVA type liquid crystal display element that can form a sufficient pretilt angle in a short time and has excellent reliability since the amount of change in pretilt angle after ultraviolet irradiation is large. An object of the present invention is to provide a liquid crystal composition containing a polymerizable compound and to provide a liquid crystal display device using the same.

As a result of intensive studies by the present inventors, it has been found that the above problems can be solved by a liquid crystal composition comprising a polymerizable compound having a specific chemical structure and a liquid crystal compound, and the present invention has been completed.

That is, the present invention includes a liquid crystal compound selected from the group consisting of compounds represented by formula (N-1), which contains one or more polymerizable compounds represented by formula (I), and Provided is a liquid crystal composition containing at least one liquid crystal compound selected from the group consisting of compounds represented by formula (J), and also provides a liquid crystal display device using the same.

The liquid crystal composition of the present invention exhibits a small rotational viscosity (γ1) without lowering the refractive index anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (Tni), and the pretilt angle after ultraviolet irradiation. Since the amount of change is large, the liquid crystal composition forms a sufficient pretilt angle and does not precipitate a polymerizable compound.

Since the liquid crystal display element using the liquid crystal composition of the present invention has a large amount of change in pretilt angle and a sufficient pretilt angle can be formed by short-time ultraviolet irradiation, display defects such as alignment failure and image sticking are not suppressed or suppressed. In addition, the display quality is excellent and the ultraviolet irradiation time in the manufacturing process can be shortened.

Since the liquid crystal composition of the present invention can form a pretilt angle in a short time, the liquid crystal composition can suppress deterioration due to ultraviolet rays.

The liquid crystal composition of the present invention adjusts the content of the polymerizable compound or adjusts the combination of the polymerizable compounds and the combination of components other than the polymerizable compound (for example, other liquid crystal compounds) when a plurality of polymerizable compounds are included. Thus, the pretilt angle and the residual amount of the polymerizable compound can be controlled, and the production efficiency can be easily improved by shortening the ultraviolet irradiation time for production. Therefore, a liquid crystal display device using the liquid crystal composition of the present invention is very useful.

The first aspect of the present invention is

(In the formula (I), X ¹ to X ¹² are each independently a hydrogen atom, alkyl group, alkoxy group, trifluoromethyl group, trifluoromethoxy group, chlorine atom, fluorine atom, or —S ¹ —R. ¹ and at least one of X ¹ to X ¹² is substituted with an alkoxy group having 1 to 15 carbon atoms,
R ¹ , R ² and R ³ are each independently selected from formulas (R-1) to (R-15)

Represents a group selected from
S ¹ , S ² and S ³ each independently represents a single bond or an alkylene group having 1 to 15 carbon atoms, one —CH ₂ — in the alkylene group or two or more non-adjacent — CH ₂ — may be substituted with —O—, —OCO— or —COO— so that the oxygen atom is not directly adjacent, and at least one of S ² or S ³ is an alkylene group having 1 carbon atom In the case where a plurality of —S ¹ —R ¹ exist in the molecule, they may be the same or different. And one or more polymerizable compounds represented by
A liquid crystal composition comprising one or more selected from the group consisting of a compound represented by the following general formula (N-1) and a compound represented by the following general formula (J).

(In the general formula (N-1), R ^N11 and R ^N12 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent two or more —CH in the alkyl group. ₂ — may be each independently substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
A ^N11 and A ^N12 each independently represent (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — not adjacent to each other represents —O And (b) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ are replaced with —N =). May be.)
(C) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b) and (c) are each independently a cyano group, a fluorine atom or a chlorine atom. May be replaced with
Z ^N11 and Z ^N12 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF _2- , -CF ₂ O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
n ^N11 and n ^N12 each independently represents an integer of 0 to 3, but n ^N11 + n ^N12 are each independently 1, 2 or 3, and n ^N11 and n ^N12 are 2 or more, and A ^N11 to When there are a plurality of A ¹² and Z ^N11 to Z ¹² , they may be the same or different. )
General formula (J)

(In the general formula (J), R ^J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently —CH _2. ═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO— may be substituted,
X ^J1 represents a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group,
A ^J1 , A ^J2 and A ^J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ that are not adjacent to each other may be replaced by —N═)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
Represents a group selected from the group consisting of the above-mentioned groups (a) and (b) each independently substituted with a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group or a trifluoromethoxy group. May have been
Z ^J1 and Z ^J2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents —COO—, —OCO— or —C≡C—,
n ^J1 represents 0, 1, 2, 3 or 4;
When n ^J1 is 2, 3 or 4 and a plurality of A ^J2 are present, they may be the same or different, and n ^J1 is 2, 3 or 4 and a plurality of Z ^J1 is present. In some cases, they may be the same or different. )
The liquid crystal composition of the present invention contains one or more polymerizable compounds represented by the above general formula (I).

Since the liquid crystal composition containing the polymerizable compound represented by the general formula (I) has a large amount of change in the pretilt angle, the target pretilt angle can be imparted in a short ultraviolet irradiation time. Furthermore, when the polymerization rate is moderately fast, the residual amount of the polymerizable compound can be reduced. Therefore, it is possible to improve the production efficiency of manufacturing the PSA type liquid crystal display element. In addition, there is an effect that display defects (for example, defects such as burn-in) due to changes in the pretilt angle do not occur or are extremely small. Note that the display failure in this specification takes into account display failure due to the pretilt angle changing over time, display failure due to the residual amount of unreacted polymerizable compound, and display failure due to a decrease in voltage holding ratio. Yes. Note that a small amount of the remaining polymerizable compound (high polymerization rate) and a large amount of change in the pretilt angle are not synonymous.

In general formula (I), R ² to R ³ are each independently selected from formulas (R-1) to (R-15).

Represents one of the following. The 15 polymerizable functional groups represented by the above formulas (R-1) to (R-15) are preferably cured by radical polymerization, radical addition polymerization, cationic polymerization or anionic polymerization. In particular, when ultraviolet polymerization is performed as a polymerization method, the formula (R-1), formula (R-2), formula (R-4), formula (R-5), formula (R-7), formula (R -11), formula (R-13) or formula (R-15) are preferred, and formula (R-1), formula (R-2), formula (R-7), formula (R-11) or formula (R-11) R-13) is more preferred, and formula (R-1) or formula (R-2) is more preferred.

In the general formula (I), S ² to S ³ each independently represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more —CH ₂ — in the alkylene group is Further, it may be substituted with —O—, —OCO— or —COO— so that the oxygen atom is not directly adjacent. S ² to S ³ are each independently preferably a single bond or an alkylene group having 1 to 6 carbon atoms, more preferably an alkylene group having 1 to 3 carbon atoms, and an alkylene having 1 to 2 carbon atoms. And more preferably an alkylene group having 1 carbon atom.

Since at least one of S ² or S ³ is an alkylene group having 1 carbon atom, it exhibits large pretilt formation and high solubility. Conditions preferred ^S 2, ^{S ^3,} one of S 2, ^{S 3} is an alkylene group having 1 carbon atoms and the other is an alkylene group having 1 to 5 carbon atoms, more preferably ^S 2, ^{S 3} the conditions ^are one alkylene group of 1 carbon atoms of S 2, ^{S 3,} and the other is an alkylene group having 1 to 3 carbon atoms, particularly preferred conditions ^S 2, ^{S 3} and ^{S 2} And S ³ are both alkylene groups having 1 carbon atom. In the terphenyl skeleton capable of efficiently absorbing light when irradiated with ultraviolet rays in the polymerization step, when at least one of S ^{2 and} S ³ is an alkylene group having 1 carbon atom, energy transfer to the polymerization group is achieved. This is effective from the viewpoint of showing a large amount of change in pretilt angle. In ultraviolet irradiation per unit time, a large amount of change in the pretilt angle after ultraviolet irradiation means that a sufficient pretilt angle can be formed even with a short ultraviolet irradiation time. When importance is attached to the solubility in the liquid crystal composition, at least one of S ^{2 and} S ³ is preferably an alkylene group having 1 to 6 carbon atoms, and is an alkylene group having 1 to 3 carbon atoms. Are more preferable, an alkylene group having 1 to 2 carbon atoms is more preferable, and an alkylene group having 1 carbon atom is more preferable. One or more —CH ₂ — in the alkylene group may be substituted with —O—, —OCO— or —COO— so that the oxygen atom is not directly adjacent. Moreover, among the S ¹ that is present by S 2 ^~ S ³ and necessary, it is preferable that at least two is an alkylene group having 1 carbon atom.

In the general formula (I), X ¹ to X ¹² each independently represents a hydrogen atom, an alkyl group, an alkoxy group, a trifluoromethyl group, a trifluoromethoxy group, a chlorine atom, a fluorine atom or —S ¹ —R ¹ . Or an alkoxyl group or a fluorine atom is preferred, and an alkoxyl group is more preferred, but any one of X ¹ to X ¹² is substituted with an alkoxy group having 1 to 15 carbon atoms.

In the above -S ¹ -R ¹ , R1 is defined by the formula (R-1) to the formula (R-15)

It is preferable to represent any of these. The 15 polymerizable functional groups represented by the above formulas (R-1) to (R-15) are preferably cured by radical polymerization, radical addition polymerization, cationic polymerization or anionic polymerization. In particular, when ultraviolet polymerization is performed as a polymerization method, the formula (R-1), formula (R-2), formula (R-4), formula (R-5), formula (R-7), formula (R -11), formula (R-13) or formula (R-15) are preferred, and formula (R-1), formula (R-2), formula (R-7), formula (R-11) or formula (R-11) R-13) is more preferred, and formula (R-1) or formula (R-2) is more preferred.

In the above-described —S ¹ —R ¹ , S ¹ represents an alkylene group having 1 to 15 carbon atoms, and one or two or more —CH ₂ — in the alkylene group is not directly adjacent to each other. , —O—, —OCO— or —COO— may be substituted. S ¹ is preferably a single bond or an alkylene group having 1 to 6 carbon atoms, more preferably an alkylene group having 1 to 3 carbon atoms, and still more preferably an alkylene group having 1 to 2 carbon atoms. And more preferably an alkylene group having 1 carbon atom. Moreover, an alkylene group is preferable from the viewpoint of tilt stability.

In general formula (I), at least one of X ¹ to X ¹² is substituted with an alkoxy group having 1 to 15 carbon atoms. At least one of X ¹ to X ¹² is preferably substituted with an alkoxy group having 1 to 10 carbon atoms, more preferably substituted with an alkoxy group having 1 to 8 carbon atoms, It is more preferably substituted with an alkoxy group having 1 to 5 atoms, more preferably substituted with an alkoxy group having 1 to 3 carbon atoms, and substituted with an alkoxy group having 1 carbon atom. It is particularly preferred.

In the terphenyl skeleton, when at least one of X ¹ to X ¹² is substituted with an alkoxy group having 1 to 15 carbon atoms, the pretilt angle is formed quickly and image sticking that causes display defects is less likely to occur. It is preferable from the viewpoint.

X ¹ to X ¹² are preferably substituted with an alkoxy group, more preferably one or more and four or less are substituted with an alkoxy group, and one or more and two or less are substituted with an alkoxy group. It is more preferred that one is substituted with an alkoxy group.

In the above -S ¹ -R ¹ , if one or more of X ¹ to X ¹² is substituted with an alkoxy group, the pretilt angle is largely formed, and the image sticking that causes display failure does not occur. It is preferable from the viewpoint. The position to be substituted, among the ^{X 1} of ^{^{^{^{X 12, X 1, X 2}}}} , X 3, X 4, X 5, is preferably ^{^{^{^{X 6, X 1, X 2}}}} , X 5, X 6 It is more preferable that

Examples of the compound represented by the general formula (I) according to the present invention include the following formulas (I-1) to (I-24).

Among the polymerizable compounds represented by the general formula (I), the above general formula (I-1), general formula (I-2), general formula (I-3), general formula (I-4), A polymerizable compound containing a skeleton represented by the general formula (I-5), the general formula (I-6), the general formula (I-7), or the general formula (I-8) has a phase with a liquid crystal composition. In addition to good solubility, monomer reactivity is fast, a stable pretilt is obtained, and VHR after pretilt formation is good, which is more preferable.

In the liquid crystal composition of the present invention, the polymerizable compound represented by the general formula (I) is 0.01 to 5% by mass based on the total amount of the liquid crystal composition of the present invention. When there is no notice,% intends the mass%.) It contains, but the lower limit of the content is preferably 0.05%, preferably 0.1%, preferably 0.15%, 0.2% Preferably, 0.25% is preferable, and the upper limit of the content of the polymerizable compound represented by the general formula (I-1) is preferably 4.5% with respect to the total amount of the liquid crystal composition of the present invention, preferably 4% Is preferred, 3.5% preferred, 3% preferred, 2.5% preferred, 2% preferred, 1.5% preferred, 1% preferred, 0.95% preferred, 0.9% Is preferred, 0.85% is preferred, 0.8% is preferred, 0.75% is preferred, 0.7% It is preferred, preferably 0.65%, preferably 0.6%, preferably 0.55%.

More specifically, in order to obtain a sufficient pretilt angle or a small residual monomer or a high voltage holding ratio (VHR), the content thereof is 0.2 to 0.6% by mass relative to the total amount of the composition of the present invention. However, when importance is attached to the suppression of precipitation at low temperatures, the content is preferably 0.01 to 0.5% by mass. Moreover, when it contains multiple polymeric compounds represented by general formula (I), it is preferable that each content is 0.01 to 0.4 mass%. Therefore, in order to solve all these problems, it is particularly desirable to adjust the polymerizable compound represented by the general formula (I) in the range of 0.1 to 0.5% by mass.

The composition of the present invention preferably contains at least one liquid crystal compound selected from the group consisting of compounds represented by formula (N-1). These compounds correspond to dielectrically negative compounds (the sign of Δε is negative and the absolute value is greater than 2).

(In the general formula (N-1), R ^N11 and R ^N12 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent two or more —CH in the alkyl group. ₂ — may be each independently substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
Independently A ^N11 and ^{A N12,} respectively (a) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - is -O And (b) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ are replaced with —N =). May be.)
(C) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b) and (c) are each independently a cyano group, a fluorine atom or a chlorine atom. May be replaced with
Z ^N11 and Z ^N12 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF ₂ -, -CF ₂ O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
n ^N11 and n ^N12 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 are each independently 1, 2 or 3, and when a plurality of A ^N11 and A ^N12 are present, They may be the same or different. )
The composition of the present invention preferably contains at least one liquid crystal compound selected from the group consisting of compounds represented by formula (J). These compounds correspond to dielectrically positive compounds (the sign of Δε is positive and the absolute value is greater than 2).

(In the general formula (J), R ^J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently —CH═ Optionally substituted by CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
n ^J1 represents 0, 1, 2, 3 or 4;
A ^J1 , A ^J2 and A ^J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ may be replaced by —N═) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl group, one —CH═ or two or more non-adjacent —CH═ may be replaced by —N═.
The group (a), the group (b) and the group (c) are each independently selected from the group consisting of cyano group, fluorine atom, chlorine atom, methyl group, trifluoromethyl group or trifluoro May be substituted with a methoxy group,
Z ^J1 and Z ^J2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents —COO—, —OCO— or —C≡C—,
When n ^J1 is 2, 3 or 4 and a plurality of A ^J2 are present, they may be the same or different, and n ^J1 is 2, 3 or 4 and a plurality of Z ^J1 is present. If they are the same or different,
X ^J1 represents a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group.

The liquid crystal composition of the present invention preferably contains at least one liquid crystal compound selected from the group consisting of a compound represented by formula (N-1) and a compound represented by formula (J). .

The liquid crystal composition of the present invention contains at least one liquid crystal compound selected from the group consisting of compounds represented by formula (N-1), or a compound represented by formula (J) It is preferable to contain at least one liquid crystal compound selected from the group consisting of: and at least one liquid crystal compound selected from the group consisting of compounds represented by formula (N-1). More preferred.

Generally, liquid crystal compositions are classified as negative or positive in dielectric anisotropy. For example, the compound represented by the general formula (N-1) in the composition according to the present invention is related to the kind of the compound represented by the general formula (N-1) contained in the composition. When the content of is large, or the compound represented by the general formula (J) is small or not contained, negative dielectric anisotropy is exhibited. On the other hand, in the composition according to the present invention, the content of the compound represented by the general formula (J) is large, or the content of the compound represented by the general formula (N-1) is small or contained. If not, it shows positive dielectric anisotropy.

It is also preferable to use at least one liquid crystal compound selected from the group consisting of the compound represented by the general formula (J) and a compound represented by the general formula (N-1), if necessary.

The liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (L). The compound represented by the general formula (L) corresponds to a dielectrically neutral compound (Δε value is −2 to 2).

(Wherein R ^L1 and R ^L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently Optionally substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
n ^L1 represents 0, 1, 2 or 3,
A ^L1 , A ^L2 and A ^L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH ₂ — present in the group or two or more —CH ₂ — not adjacent to each other). May be replaced by -O-.)
(B) 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ may be replaced by —N═) and Each of the groups (a) and (b) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and Z ^L2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF ₂ -, -CF ₂ O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
When n ^L1 is 2 or 3, and a plurality of A ^L2 are present, they may be the same or different, and when n ^L1 is 2 or 3, and a plurality of Z ^L2 are present, May be the same or different, but excludes compounds represented by general formula (N-1) and general formula (J). )
Hereinafter, the compound represented by the general formula (N-1) will be described in detail, then the compound represented by the general formula (J) will be described in detail, and the compound represented by the general formula (L) will be described in detail. .

“Liquid crystal compounds with negative Δε”
The compound represented by the general formula (N-1) according to the present invention is preferably a compound having a negative Δε and an absolute value larger than 2.

In general formula (N-1), R ^N11 and R ^N12 each independently represent an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or An alkenyloxy group having 2 to 8 carbon atoms is preferable, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkyl group having 2 to 5 carbon atoms. An alkenyloxy group is preferred, an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferred, and an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferred. An alkenyl group having 3 carbon atoms (propenyl group) is particularly preferable.

Further, when the ring structure to which it is bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms and carbon An alkenyl group having 4 to 5 atoms is preferable, and when the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear alkyl group having 1 to 5 carbon atoms, a straight chain A straight-chain alkoxy group having 1 to 4 carbon atoms and a straight-chain alkenyl group having 2 to 5 carbon atoms are preferred. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

The alkenyl group is preferably selected from groups represented by any of the formulas (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)

A ^N11 and A ^N12 are preferably aromatic when it is required to independently increase Δn, and are preferably aliphatic for improving the response speed, and trans-1,4 -Cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2, 3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6- It preferably represents a diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:

More preferably, it represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.

Z ^N11 and ^{Z N12} are each _{independently} _{-CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, _-CH 2 O-, —CH ₂ CH ₂ — or a single bond is more preferable, —CH ₂ O— or a single bond is particularly preferable.

n ^N11 + n ^N12 is preferably 1 or 2, a combination in which n ^N11 is 1 and n ^N12 is 0, a combination in which n ^N11 is 2 and n ^N12 is 0, n ^N11 is 1 and n ^N12 is 1 Certain combinations are preferred, where n ^N11 is 2 and n ^N12 is 1.

The lower limit of the preferable content of the compound represented by the formula (N-1) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30% , 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%. The upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.

When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the above lower limit value is preferably low and the upper limit value is preferably low. Furthermore, when the composition of the present invention keeps Tni high and a composition having good temperature stability is required, the above lower limit value is preferably low and the upper limit value is preferably low. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is increased and the upper limit value is high.

Examples of the compound represented by the general formula (N-1) according to the present invention include compounds represented by the following general formulas (N-1a) to (N-1g).

(In the formula, R ^N11 and R ^N12 represent the same meaning as R ^N11 and R ^N12 in formula (N-1), n ^Na11 represents 0 or 1, n ^Nb11 represents 1 or 2, and n ^Nc11 represents ^Represents 0 or 1, n ^Nd11 represents 1 or 2, n ^Ne11 represents 1 or 2, n ^Nf11 represents 1 or 2, n ^Ng11 represents 1 or 2, A ^Ne11 represents trans-1,4 ^{-Represents a} cyclohexylene group or a 1,4-phenylene group, and A ^Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one Represents a 1,4-cyclohexenylene group, and Z ^Ne ¹¹ represents a single bond or ethylene, but at least one represents ethylene.)
More specifically, the compound represented by the general formula (N-1) is a compound selected from the group of compounds represented by the general formulas (N-1-1) to (N-1-22). preferable.

The compound represented by the general formula (N-1-1) is the following compound.

(In the formula, R ^N111 and R ^N112 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a propyl group, a pentyl group or a vinyl group. ^RN112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group or a butoxy group.

The compound represented by the general formula (N-1-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Setting to a small value is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-1) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, 3%.

Further, the compound represented by the general formula (N-1-1) is a compound selected from the group of compounds represented by the formula (N-1-1.1) to the formula (N-1-1.22). Preferably, it is a compound represented by the formulas (N-1-1.1) to (N-1-1.4), and the formula (N-1-1.1) and the formula (N The compound represented by -1-1.3) is preferable.

The compounds represented by formulas (N-1-1.1) to (N-1-1.22) can be used alone or in combination. The lower limit of the preferred content of these compounds alone or with respect to the total amount is 5%, 10%, 13%, 15%, 17%, 20%, 23% 25% 27% 30% 33% 35% The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, 3%.

The compound represented by the general formula (N-1-2) is the following compound.

(In the formula, R ^N121 and R ^N122 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group or a pentyl group. ^RN122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and includes a methyl group, a propyl group, a methoxy group, an ethoxy group, or a propoxy group. preferable.

The compound represented by the general formula (N-1-2) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, it is more effective to set the content lower. When emphasizing T _NI , the content is preferable. Setting a large number of is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the general formula (N-1-2) with respect to the total amount of the composition of the present invention is 5%, 7%, 10%, %, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 37 %, 40%, and 42%. The upper limit of the preferable content is 50%, 48%, 45%, 43%, 40%, 38%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% %, 8%, 7%, 6%, 5%.

Further, the compound represented by the general formula (N-1-2) is a compound selected from the group of compounds represented by the formula (N-1-2.1) to the formula (N-1-2.22). It is preferable that the formula (N-1-2.3) to the formula (N-1-2.7), the formula (N-1-2.10), the formula (N-1-2.11), the formula A compound represented by formula (N-1-2.13) and formula (N-1-2.20) is preferred. When importance is attached to the improvement of Δε, formula (N-1-2.3) is preferably a compound represented by the formula (N-1-2.7) _from when emphasizing improvements in _{T NI} formula (N-1-2.10), formula (N-1-2.11) And a compound represented by the formula (N-1-2.13), and when emphasizing improvement in response speed, the compound represented by the formula (N-1-2.20) Is preferred.

The compounds represented by formula (N-1-2.1) to formula (N-1-2.22) can be used alone or in combination. The lower limit of the preferable content of these compounds alone or with respect to the total amount of is 5%, 10%, 13%, 15%, 17%, 20%, 23 %, 25%, 27%, 30%, 33%, and 35%. The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, 3%.

The compound represented by the general formula (N-1-3) is the following compound.

(In the formula, R ^N131 and R ^N132 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group. .

The compound represented by the general formula (N-1-3) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the general formula (N-1-3) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

Further, the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formula (N-1-3.1) to the formula (N-1-3.21). It is preferably a compound represented by the formulas (N-1-3.1) to (N-1-3.7) and the formula (N-1-3.21). -1-3.1), formula (N-1-3.2), formula (N-1-3.3), formula (N-1-3.4) and formula (N-1-3.6) ) Is preferred.

Compounds represented by formula (N-1-3.1) to formula (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) are used alone Can be used in combination, or can be used in combination, but the combination of formula (N-1-3.1) and formula (N-1-3.2), formula (N-1-3.3) ), Formula (N-1-3.4) and formula (N-1-3.6) are preferred. The lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20% %. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-4) is the following compound.

^{(Wherein, R N141} and ^{R N142} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)
R ^N141 and ^{R N142} are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5 preferably a methyl group, a propyl group, an ethoxy Group or butoxy group is preferred.

The compound represented by the general formula (N-1-4) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-4) with respect to the total amount of the composition of the present invention is 3%, 5%, 7%, 10% %, 13%, 15%, 17%, and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, and 8%.

Further, the compound represented by the general formula (N-1-4) is a compound selected from the group of compounds represented by the formula (N-1-4.1) to the formula (N-1-4.14). Preferably, it is a compound represented by the formulas (N-1-4.1) to (N-1-4.4), and the formula (N-1-4.1) and the formula (N -1-4.2) and compounds represented by formula (N-1-4.4) are preferred.

The compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination, but the compounds of the present invention The lower limit of the preferable content of these compounds alone or with respect to the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17% And 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, and 8%.

The compound represented by the general formula (N-1-5) is the following compound.

(In the formula, R ^N151 and R ^N152 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N151 and R ^N152 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group. Is preferred.

The compound represented by the general formula (N-1-5) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-5) with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, 13 %, 15%, 17%, and 20%. The upper limit of the preferable content is 35%, 33%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the composition of the present invention. %, 18%, 15% and 13%.

Further, the compound represented by the general formula (N-1-5) is a compound selected from the group of compounds represented by the formula (N-1-5.1) to the formula (N-1-5.6). It is preferable that the compound represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4) is preferable.

The compounds represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4) may be used alone or in combination. However, the lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, 15%, 17% and 20%. The upper limit of the preferable content is 35%, 33%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the composition of the present invention. %, 18%, 15% and 13%.

The compound represented by the general formula (N-1-10) is the following compound.

(In the formula, R ^N1101 and R ^N1102 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^N1102 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-10) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, setting the content higher is more effective. When emphasizing _TNI , the content is high. Setting to a higher value is more effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the general formula (N-1-10) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

Further, the compound represented by the general formula (N-1-10) is a compound selected from the group of compounds represented by the formula (N-1-10.1) to the formula (N-1-10.21). It is preferable that they are represented by formulas (N-1-10.1) to (N-1-10.5), formula (N-1-10.20) and formula (N-1-10.21). The compound is preferably a compound of formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.20) and formula (N-1-10.21). The compound represented by these is preferable.

The compounds represented by formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.20) and formula (N-1-10.21) are singly Can be used in combination or in combination, but the lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 10% 13%, 15%, 17%, 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-11) is the following compound.

(In the formula, R ^N1111 and R ^N1112 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^N1112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-11) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, setting the content lower is more effective, and when emphasizing _TNI , the content. Setting to a higher value is more effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-11) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

Further, the compound represented by the general formula (N-1-11) is a compound selected from the group of compounds represented by the formula (N-1-11.1) to the formula (N-1-11.15). Preferably, it is a compound represented by the formulas (N-1-11.1) to (N-1-11.15), and is preferably a compound represented by the formula (N-1-11.2) or the formula (N-- The compound represented by 1-11.4) is preferable.

The compounds represented by the formula (N-1-11.2) and the formula (N-1-11.4) can be used alone or in combination. The lower limit of the preferable content of these compounds alone or with respect to the total amount is 5%, 10%, 13%, 15%, 17%, and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-12) is the following compound.

(In the formula, R ^N1121 and R ^N1122 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. ^RN1122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-12) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by formula (N-1-12) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-13) is the following compound.

(In the formula, R ^N1131 and R ^N1132 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N1132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-13) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-13) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-14) is the following compound.

(In the formula, R ^N1141 and R ^N1142 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N).)
R ^N1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N1142 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-14) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-14) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-15) is the following compound.

(In the formula, R ^N1151 and R ^N1152 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N1152 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-15) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-15) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-16) is the following compound.

(In the formula, R ^N1161 and R ^N1162 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N1162 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-16) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-16) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-17) is the following compound.

(In the formula, R ^N1171 and R ^N1172 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N)).
^RN1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N1172 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-17) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-17) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-18) is the following compound.

( ^Wherein , R ^N1181 and R ^N1182 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N)).
^RN1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a methyl group, an ethyl group, a propyl group or a butyl group. R ^N1182 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-18) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferred content of the compound represented by formula (N-1-18) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

Further, the compound represented by the general formula (N-1-18) is a compound selected from the group of compounds represented by the formula (N-18.1) to the formula (N-1-18.5). Preferably, it is a compound represented by the formulas (N-18.1. 1) to (N-1-11.3), and is preferably a compound represented by the formula (N-1-18.2) or the formula (N- The compound represented by 1-18.3) is preferred.

The compound represented by the general formula (N-1-20) is the following compound.

(In the formula, R ^N1201 and R ^N1202 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N)).
R ^N1201 and R ^N1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the general formula (N-1-20) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-20) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-21) is the following compound.

(In the formula, R ^N1211 and R ^N1212 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1211 and R ^N1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the general formula (N-1-21) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-21) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

The compound represented by the general formula (N-1-22) is the following compound.

( ^Wherein , R ^N1221 and R ^N1222 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N)).
R ^N1221 and R ^N1222 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group.

The compound represented by the general formula (N-1-22) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-22) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13 %, 15%, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 5%.

Further, the compound represented by the general formula (N-1-22) is a compound selected from the group of compounds represented by the formula (N-1-22.1) to the formula (N-1-22.12). Preferably, it is a compound represented by formulas (N-1-22.1) to (N-1-22.5), and preferably represented by formulas (N-1-22.1) to (N- The compound represented by 1-22.4) is preferred.

The liquid crystal composition of the present invention does not contain many liquid crystal compounds selected from the group consisting of compounds represented by general formula (J), but only from the group consisting of compounds represented by general formula (N-1). When at least one selected compound is used, the above general formula (N-1-2), general formula (N-1-3), general formula (N-1-5), general formula (N-1- 11), general formula (N-1-13), general formula (N-1-15), general formula (N-1-16), general formula (N-1-17), general formula (N-1- 18) the liquid crystal compound having three ring structures in the compound, selected from the general formula (N-1-20) and the general formula (N-1-22), as an essential component. From the standpoint of compatibility with the polymerizable compound represented by the general formula (I) used in the liquid crystal composition, and further, the obtained liquid crystal display device has a high voltage maintaining property. Preferably possible to the rate (VHR). In particular, among the compounds selected from the general formula (N-1-2) to the general formula (N-1-22), the general formula (N-1-2), the general formula (N-1-3), General formula (N-1-5), general formula (N-1-11), general formula (N-1-13), general formula (N-1-18), and general formula (N-1-22) It is more preferable that a liquid crystal compound selected from the group consisting of general formula (N-1-2), general formula (N-1-3), general formula (N-1-5), general formula (N N-1-11) and a liquid crystal compound selected from general formula (N-1-18) are more preferably contained as essential components. “Liquid crystal compounds with negative Δε”
Hereinafter, the liquid crystal compound having a positive dielectric constant represented by the general formula (J) according to the present invention will be described.

In general formula (J), R ^J1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or alkenyloxy having 2 to 8 carbon atoms. A group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable. An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms. (Propenyl group) is particularly preferred.

R ^J1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.

The alkenyl group is preferably selected from groups represented by any of the formulas (R1) to (R5). (The black dot in each formula represents the carbon atom in the ring structure to which the alkenyl group is bonded.)

A ^J1 , A ^J2 and A ^J3 are preferably aromatic when it is required to independently increase Δn, and are preferably aliphatic to improve the response speed. 1,4-cyclohexylene group, 1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene -2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, preferably substituted by a fluorine atom It is more preferable to represent the following structure,

It is more preferable to represent the following structure.

Z ^J1 and Z ^J2 each independently preferably represent —CH ₂ O—, —OCH ₂ —, —CF ₂ O—, —CH ₂ CH ₂ —, —CF ₂ CF ₂ — or a single bond, OCH ₂ —, —CF ₂ O—, —CH ₂ CH ₂ — or a single bond is more preferred, and —OCH ₂ —, —CF ₂ O— or a single bond is particularly preferred.

X ^J1 is preferably a fluorine atom or a trifluoromethoxy group, and more preferably a fluorine atom.

n ^J1 is preferably 0, 1, 2 or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasizing the improvement of Δε, and preferably 1 or 2 when emphasizing Tni .

There are no particular restrictions on the types of compounds that can be combined, but they are used in combination according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. For example, in one embodiment of the present invention, there are one kind, two kinds, and three kinds of compounds to be used. Furthermore, in another embodiment of the present invention, there are four types, five types, six types, and seven or more types.

In the composition of the present invention, the content of the compound represented by the general formula (J) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the general formula (J) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferable content is, for example, 95%, 85%, 75%, 65%, and 55% with respect to the total amount of the composition of the present invention. Yes, 45%, 35%, 25%.

When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention keeps Tni high and a composition having good temperature stability is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.

As the compound represented by the general formula (J), a compound represented by the general formula (M) and a compound represented by the general formula (K) are preferable.

The composition of the present invention preferably contains one or more compounds represented by the general formula (M). These compounds correspond to dielectrically positive compounds (Δε is greater than 2).

(Wherein R ^M1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently —CH═CH—, — Optionally substituted by C≡C—, —O—, —CO—, —COO— or —OCO—,
n ^M1 represents 0, 1, 2, 3 or 4;
A ^M1 and A ^M2 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O- or -S- And (b) a 1,4-phenylene group (one —CH═ present in this group or two or more non-adjacent —CH═ may be replaced by —N═).
A hydrogen atom on the group (a) and the group (b) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^M1 and Z ^M2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents —COO—, —OCO— or —C≡C—,
When n ^M1 is 2, 3 or 4 and a plurality of A ^M2 are present, they may be the same or different, and n ^M1 is 2, 3 or 4 and a plurality of Z ^M1 is present If they are the same or different,
X ^M1 and X ^M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
X ^M2 represents a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, or a 2,2,2-trifluoroethyl group.

In the general formula (M), R ^M1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms. A group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable. An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms. (Propenyl group) is particularly preferred.

R ^M1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.

A ^M1 and A ^M2 are preferably aromatic when it is required to independently increase Δn, and are preferably aliphatic for improving the response speed, and trans-1,4 -Cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2, 3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6- It preferably represents a diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:

It is more preferable to represent the following structure.

Z ^M1 and ^{Z M2} each _{independently} _{-CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, _-CF 2 O-, —CH ₂ CH ₂ — or a single bond is more preferable, and —CF ₂ O— or a single bond is particularly preferable.

n ^M1 is preferably 0, 1, 2, or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasizing the improvement of Δε, and preferably 1 or 2 when emphasizing Tni .

In the composition of the present invention, the content of the compound represented by the general formula (M) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the formula (M) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40% %, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferable content is, for example, 95%, 85%, 75%, 65%, and 55% with respect to the total amount of the composition of the present invention. Yes, 45%, 35%, 25%.

The compound represented by the general formula (M) is preferably, for example, a compound selected from the group of compounds represented by the general formula (M-1).

(Wherein R ^M11 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^M11 to X ^M15 each independently represents hydrogen. represents an atom or a fluorine ^{atom, Y M11} represents a fluorine atom or OCF _3.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (M-1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (M-1) is specifically preferably a compound represented by the formula (M-1.1) to the formula (M-1.4). A compound represented by M-1.1) or formula (M-1.2) is preferred, and a compound represented by formula (M-1.2) is more preferred. It is also preferred to use the compounds represented by formula (M-1.1) or formula (M-1.2) at the same time.

The lower limit of the preferable content of the compound represented by the formula (M-1.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 15%, 13%, 10%, 8%, and 5%.

The lower limit of the preferable content of the compound represented by the formula (M-1.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

The lower limit of the preferable total content of the compounds represented by the formulas (M-1.1) and (M-1.2) with respect to the total amount of the composition of the present invention is 1%, %, 5% and 6%. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

Furthermore, the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-2), for example.

(Wherein R ^M21 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^M21 and X ^M22 each independently represent hydrogen represents an atom or a fluorine ^{atom, Y M21} represents a fluorine atom, a chlorine atom or OCF _3.)
The lower limit of the preferable content of the compound represented by the formula (M-1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention is required to maintain a high Tni and hardly burn-in, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.

Further, the compound represented by the general formula (M-2) is preferably a compound represented by the formula (M-2.1) to the formula (M-2.5). 3) or / and a compound represented by the formula (M-2.5) is preferable.

The lower limit of the preferable content of the compound represented by the formula (M-2.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 15%, 13%, 10%, 8%, and 5%.

The lower limit of the preferable content of the compound represented by the formula (M-2.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

The lower limit of the preferable content of the compound represented by the formula (M-2.5) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

Lower limit value of the preferable total content of the compounds represented by formulas (M-2.2), (M-2.3) and formula (M-2.5) with respect to the total amount of the composition of the present invention Is 1%, 2%, 5%, 6%. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

The content is preferably 1% or more with respect to the total amount of the composition of the present invention, more preferably 5% or more, further preferably 8% or more, further preferably 10% or more, and more preferably 14% or more. 16% or more is particularly preferable. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 30% or less, more preferably 25% or less, more preferably 22% or less, and more preferably 20%. Less than is particularly preferred.

The compound represented by the general formula (M) used in the composition of the present invention is preferably a compound represented by the general formula (M-3).

(Wherein R ^M31 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^M31 to X ^M36 are each independently hydrogen. represents an atom or a fluorine ^{atom, Y M31} represents a fluorine atom, a chlorine atom or OCF _3.)
There are no particular limitations on the compounds that can be combined, but it is preferable to combine one or more of them in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.

The content of the compound represented by the general formula (M-3) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. There is a value.

The lower limit of the preferable content of the compound represented by the formula (M-3) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%. The upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.

Furthermore, the compound represented by the general formula (M-3) used in the composition of the present invention is specifically represented by the formula (M-3.1) to the formula (M-3.4). A compound is preferable, and among them, a compound represented by Formula (M-3.1) and / or Formula (M-3.2) is preferably contained.

The lower limit of the preferable content of the compound represented by the formula (M-3.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.

The lower limit of the preferable content of the compound represented by the formula (M-3.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.

The lower limit of the preferable total content of the compounds represented by the formulas (M-3.1) and (M-3.2) with respect to the total amount of the composition of the present invention is 1%, %, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.

Furthermore, the compound represented by the general formula (M) is preferably a compound selected from the group represented by the general formula (M-4).

(Wherein R ^M41 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^M41 to X ^M48 are each independently fluorine. Represents an atom or a hydrogen atom, and Y ^M41 represents a fluorine atom, a chlorine atom or OCF _3. )
There are no particular limitations on the compounds that can be combined, but it is preferable to combine one, two, or three or more types in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.

The content of the compound represented by the general formula (M-4) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. There is a value.

The lower limit of the preferred content of the compound represented by formula (M-4) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention is used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (M-4). When used for a liquid crystal display element having a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-4). Further, when used for a liquid crystal display element used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (M-4). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-4).

Furthermore, the compound represented by the general formula (M-4) used in the composition of the present invention is specifically represented by the formula (M-4.1) to the formula (M-4.4). Preferably, it is a compound, and among them, it is preferable to contain a compound represented by the formula (M-4.2) to the formula (M-4.4), and a compound represented by the formula (M-4.2) It is more preferable to contain.

Furthermore, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-5).

(Wherein R ^M51 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^M51 and X ^M52 are each independently hydrogen. represents an atom or a fluorine ^{atom, Y M51} represents a fluorine atom, a chlorine atom or OCF _3.)
Although there is no restriction | limiting in the kind of compound which can be combined, Considering solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., it uses combining suitably for every embodiment. For example, one embodiment of the present invention has one type, another embodiment has two types, yet another embodiment has three types, yet another embodiment has four types, and yet another embodiment has five types, In still another embodiment, six or more types are combined.

The lower limit of the preferable content of the compound represented by formula (M-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% Yes, 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferable content is 50%, 45%, 40%, 35%, 33%, 30%, 28%, 25%, 23% 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.1) to the formula (M-5.4), and the formula (M-5. A compound represented by formula (M-5.4) is preferable.

The lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.11) to the formula (M-5.17), and the formula (M-5. 11), a compound represented by formula (M-5.13) and formula (M-5.17) is preferable.

Further, the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.21) to the formula (M-5.28), and the formula (M-5. 21), a compound represented by formula (M-5.22), formula (M-5.23) and formula (M-5.25).

The lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferable content is 40%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18% 15% 13% 10% 8% 5%

Furthermore, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-6).

(Wherein R ^M61 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^M61 to X ^M64 are each independently fluorine. Represents an atom or a hydrogen atom, and Y ^M61 represents a fluorine atom, a chlorine atom or OCF ₃ )
Although there is no restriction | limiting in the kind of compound which can be combined, It combines suitably for every embodiment in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc.

The lower limit of the preferable content of the compound represented by the general formula (M-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention is used for a liquid crystal display device having a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-6). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-6).

Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.1) to the formula (M-6.4). It is preferable to contain a compound represented by M-6.2) and formula (M-6.4).

The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.11) to the formula (M-6.14). It is preferable to contain a compound represented by M-6.12) and formula (M-6.14).

Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.21) to the formula (M-6.24). It is preferable to contain a compound represented by formula (M-6.21), formula (M-6.22) and formula (M-6.24).

Furthermore, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.31) to the formula (M-6.34). Among them, it is preferable to contain a compound represented by the formula (M-6.31) and the formula (M-6.32).

Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.41) to the formula (M-6.44). It is preferable to contain a compound represented by M-6.42).

Furthermore, the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-7).

(Wherein, X ^M71 to X ^M76 each independently represents a fluorine atom or a hydrogen atom, and R ^M71 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or 1 to 4 represents an alkoxy group, and Y ^M71 represents a fluorine atom or OCF _3. )
There are no particular restrictions on the types of compounds that can be combined, but one to two of these compounds are preferably contained, more preferably one to three, and more preferably one to four. More preferably.

The content of the compound represented by the general formula (M-7) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. There is a value.

The lower limit of the preferred content of the compound represented by formula (M-7) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention is used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (M-7). When used for a liquid crystal display element with a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-7). In addition, when used for a liquid crystal display element used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (M-7). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-7).

Further, the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.1) to the formula (M-7.4), and the formula (M-7. It is preferable that it is a compound represented by 2).

Furthermore, the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.11) to the formula (M-7.14), and the formula (M-7. 11) and a compound represented by the formula (M-7.12) are preferable.

Further, the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.21) to the formula (M-7.24). 21) and a compound represented by the formula (M-7.22) are preferable.

Furthermore, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-8).

( ^Wherein , X ^M81 to X ^M84 each independently represents a fluorine atom or a hydrogen atom, Y ^M81 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M81 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A ^M81 and A ^M82 are each independently 1,4-cyclohexylene group, 1,4-phenylene group or

However, the hydrogen atom on the 1,4-phenylene group may be substituted with a fluorine atom. )
The lower limit of the preferable content of the compound represented by formula (M-8) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when a composition that does not easily cause seizure is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.

Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.1) to the formula (M-8.4). Preferably, it is a compound, and among them, it is preferable to contain a compound represented by formula (M-8.1) or formula (M-8.2).

Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.11) to the formula (M-8.14). A compound is preferable, and among them, a compound represented by the formula (M-8.12) is preferably included.

Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.21) to the formula (M-8.24). A compound is preferable, and among them, a compound represented by the formula (M-8.22) is preferably contained.

Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.31) to the formula (M-8.34). A compound is preferable, and among them, a compound represented by the formula (M-8.32) is preferably contained.

Furthermore, the compound represented by formula (M-8) used in the composition of the present invention is specifically represented by formula (M-8.41) to formula (M-8.44). A compound is preferable, and among them, a compound represented by the formula (M-8.42) is preferably included.

Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.51) to the formula (M-8.54). A compound is preferable, and among them, a compound represented by the formula (M-8.52) is preferably included.

Furthermore, the compound represented by the general formula (M) may have the following partial structure in its structure.

(The black spot in the formula represents a carbon atom in the ring structure to which the partial structure is bonded.)
The compound having the partial structure is preferably a compound represented by general formulas (M-10) to (M-18).

The compound represented by the general formula (M-10) is as follows.

( ^Wherein , X ^M101 and X ^M102 each independently represent a fluorine atom or a hydrogen atom, Y ^M101 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M101 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M101 and W ^M102 each independently represent —CH ₂ — or —O—.
The lower limit of the preferable content of the compound represented by the general formula (M-10) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by formula (M-10) used in the composition of the present invention is specifically represented by formula (M-10.1) to formula (M-10.12). A compound is preferable, and among them, a compound represented by formula (M-10. 5) to formula (M-10.12) is preferably contained.

The compound represented by the general formula (M-11) is as follows.

( ^Wherein , X ^M111 to X ^M114 each independently represents a fluorine atom or a hydrogen atom, Y ^M111 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M111 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
The lower limit of the preferable content of the compound represented by the general formula (M-11) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-11) used in the composition of the present invention is specifically represented by the formula (M-11.1) to the formula (M-11.8). A compound is preferable, and among them, a compound represented by formula (M-11.1) to formula (M-11.4) is preferably contained.

The compound represented by the general formula (M-12) is as follows.

( ^Wherein , X ^M121 and X ^M122 each independently represent a fluorine atom or a hydrogen atom, Y ^M121 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M121 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M121 and W ^M122 each independently represent —CH ₂ — or —O—.
The lower limit of the preferable content of the compound represented by formula (M-12) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-12) used in the composition of the present invention is specifically represented by the formula (M-12.1) to the formula (M-12.12). A compound is preferable, and among them, a compound represented by formula (M-12.5) to formula (M-12.8) is preferably contained.

The compound represented by the general formula (M-13) is as follows.

( ^Wherein , X ^M131 to X ^M134 each independently represents a fluorine atom or a hydrogen atom, Y ^M131 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M131 represents an alkyl group having 1 to 5 carbon atoms, ^Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M131 and W ^M132 each independently represent —CH ₂ — or —O—.
The lower limit of the preferable content of the compound represented by formula (M-13) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-13) used in the composition of the present invention is specifically represented by the formula (M-13.1) to the formula (M-13.28). It is preferable that the compound is a compound. Among them, the formulas (M-13.1) to (M-13.4), (M-13.11) to (M-13.14), (M-13.25) to ( It is preferable to contain a compound represented by M-13.28).

The compound represented by the general formula (M-14) is as follows.

( ^Wherein X ^M141 to X ^M144 each independently represents a fluorine atom or a hydrogen atom, Y ^M141 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M141 represents an alkyl group having 1 to 5 carbon atoms, ^Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M141 and W ^M142 each independently represent —CH ₂ — or —O—.
The lower limit of the preferable content of the compound represented by the general formula (M-14) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-14) used in the composition of the present invention is specifically represented by the formula (M-14.1) to the formula (M-14.8). A compound is preferable, and among them, a compound represented by formula (M-14.5) and formula (M-14.8) is preferably contained.

The compound represented by the general formula (M-15) is as follows.

( ^Wherein X ^M151 and X ^M152 each independently represent a fluorine atom or a hydrogen atom, Y ^M151 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M151 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M151 and W ^M152 each independently represent —CH ₂ — or —O—.
The lower limit of the preferred content of the compound represented by formula (M-15) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-15) used in the composition of the present invention is specifically represented by the formulas (M-15.1) to (M-15.14). Preferably, the compound contains a compound represented by formula (M-15.5) to formula (M-15.8) or formula (M-15.11) to formula (M-15.14). It is preferable to do.

The compound represented by the general formula (M-16) is as follows.

( ^Wherein X ^M161 to X ^M164 each independently represents a fluorine atom or a hydrogen atom, Y ^M161 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M161 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
The lower limit of the preferable content of the compound represented by formula (M-16) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-16) used in the composition of the present invention is specifically represented by the formula (M-16.1) to the formula (M-16.8). A compound is preferable, and among them, it is preferable to include a compound represented by Formula (M-16.1) to Formula (M-16.4).

The compound represented by the general formula (M-17) is as follows.

^(Wherein, ^X M171 ^~ X ^M174 are each independently a fluorine atom or a hydrogen ^{atom, Y M171} fluorine atom, a chlorine atom or -OCF ^{_3, R M171} is an alkyl group having 1 to 5 carbon atoms, ^Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M171 and W ^M172 each independently represent —CH ₂ — or —O—.
The lower limit of the preferable content of the compound represented by formula (M-17) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (M-17) used in the composition of the present invention is specifically represented by the formula (M-17.1) to the formula (M-17.52). Preferably, the compound is a compound (M-17.9) to (M-17.12), (M-17.21) to (M-17.28), (M-17. 45) to a compound represented by the formula (M-17.48) is preferably contained.

The compound represented by the general formula (M-18) is as follows.

( ^Wherein X ^M181 to X ^M186 each independently represents a fluorine atom or a hydrogen atom, Y ^M181 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M181 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
The lower limit of the preferred content of the compound represented by formula (M-18) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-18) used in the composition of the present invention is specifically represented by the formula (M-18.1) to the formula (M-18.12). A compound is preferable, and among them, it is preferable to include a compound represented by Formula (M-18.5) to Formula (M-18.8).

The composition of the present invention preferably contains one or more compounds represented by the general formula (K). These compounds correspond to dielectrically positive compounds (Δε is greater than 2).

(Wherein R ^K1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently —CH═CH—, — Optionally substituted by C≡C—, —O—, —CO—, —COO— or —OCO—,
n ^K1 represents 0, 1, 2, 3 or 4;
A ^K1 and A ^K2 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O- or -S- And (b) a 1,4-phenylene group (one —CH═ present in this group or two or more non-adjacent —CH═ may be replaced by —N═).
A hydrogen atom on the group (a) and the group (b) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^K1 and Z ^K2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents —COO—, —OCO— or —C≡C—,
When n ^K1 is 2, 3 or 4 and a plurality of A ^K2 are present, they may be the same or different, and n ^K1 is 2, 3 or 4 and a plurality of Z ^K1 is present If they are the same or different,
X ^K1 and X ^K3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
^XK2 represents a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group. )
In general formula (K), R ^K1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or alkenyloxy having 2 to 8 carbon atoms. A group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable. An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms. (Propenyl group) is particularly preferred.

^RK1 is preferably an alkyl group when importance is placed on reliability, and an alkenyl group is preferred when importance is placed on lowering viscosity.

A ^K1 and A ^K2 are preferably aromatic when it is required to independently increase Δn, and are preferably aliphatic for improving the response speed, and trans-1,4 -Cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2, 3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6- It preferably represents a diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:

It is more preferable to represent the following structure.

Z ^K1 and ^{Z K2} are each _{independently} _{-CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, _-CF 2 O-, —CH ₂ CH ₂ — or a single bond is more preferable, and —CF ₂ O— or a single bond is particularly preferable.

n ^K1 is preferably 0, 1, 2 or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasizing the improvement of Δε, and preferably 1 or 2 when emphasizing Tni. .

In the composition of the present invention, the content of the compound represented by the general formula (K) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the formula (K) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40% %, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferable content is, for example, 95%, 85%, 75%, 65%, and 55% with respect to the total amount of the composition of the present invention. Yes, 45%, 35%, 25%.

The compound represented by the general formula (K) is preferably a compound selected from the group of compounds represented by the general formula (K-1), for example.

(Wherein R ^K11 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^K11 to X ^K14 are each independently hydrogen. represents an atom or a fluorine ^{atom, Y K11} represents a fluorine atom or OCF _3.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-1) is specifically preferably a compound represented by the formula (K-1.1) to the formula (K-1.4). A compound represented by formula (K-1.2) is preferred, and a compound represented by formula (K-1.2) is more preferred. It is also preferred to use the compounds represented by formula (K-1.1) or formula (K-1.2) at the same time.

The compound represented by General Formula (K) is preferably a compound selected from the group of compounds represented by General Formula (K-2), for example.

(Wherein R ^K21 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^K21 to X ^K24 are each independently hydrogen. represents an atom or a fluorine ^{atom, Y K21} represents a fluorine atom or OCF _3.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-2) is specifically preferably a compound represented by the formula (K-2.1) to the formula (K-2.6). A compound represented by formula (K-2.5) or formula (K-2.6) is preferred, and a compound represented by formula (K-2.6) is more preferred. It is also preferred to use the compounds represented by formula (K-2.5) or formula (K-2.6) at the same time.

The compound represented by General Formula (K) is preferably a compound selected from the group of compounds represented by General Formula (K-3), for example.

(Wherein R ^K31 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^K31 to X ^K36 are each independently hydrogen. Represents an atom or a fluorine atom, and Y ^K31 represents a fluorine atom or OCF _3. )
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-3) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-3) is preferably a compound represented by the formula (K-3.1) to the formula (K-3.4). A compound represented by K-3.1) or formula (K-3.2) is more preferable. It is also preferred to use the compounds represented by formula (K-3.1) and formula (K-3.2) at the same time.

The compound represented by the general formula (K) is preferably, for example, a compound selected from the group of compounds represented by the general formula (K-4).

(Wherein R ^K41 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^K41 to X ^K46 are each independently hydrogen. An atom or a fluorine atom, Y ^K41 represents a fluorine atom or OCF ₃ , and Z ^K41 represents —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, or —CF ₂ O—.
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-4) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-4) is preferably a compound represented by the formula (K-4.1) to the formula (K-4.18). More preferred are compounds represented by (K-4.1), formula (K-4.2), formula (K-4.11), and (K-4.12). It is also preferred to use compounds represented by formula (K-4.1), formula (K-4.2), formula (K-4.11), and (K-4.12) at the same time.

The compound represented by the general formula (K) is preferably a compound selected from, for example, a compound group represented by the general formula (K-5).

(Wherein R ^K51 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^K51 to X ^K56 are each independently hydrogen. An atom or a fluorine atom, Y ^K51 represents a fluorine atom or OCF ₃ , and Z ^K51 represents —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, or —CF ₂ O—.
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-5) is preferably a compound represented by the formula (K-5.1) to the formula (K-5.18). A compound represented by the formula (K-5.14) to the compound represented by the formula (K-5.14) is preferable, and a compound represented by the formula (K-5.12) is more preferable.

The compound represented by General Formula (K) is preferably a compound selected from the group of compounds represented by General Formula (K-6), for example.

( ^Wherein R ^K61 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X ^K61 to X ^K68 are each independently hydrogen. represents an atom or a fluorine ^{atom, Y K61} represents a fluorine atom or OCF ^{_3, Z K61} is _{_{-OCH 2 -, - CH 2 O}} -, - OCF 2 - or an _-CF 2 O-).
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-6) is preferably a compound represented by the formula (K-6.1) to the formula (K-6.18). Compounds represented by formula (K-6.18) to formula (K-6.18) are preferred, and compounds represented by formula (K-6.16) and formula (K-6.17) are more preferred. It is also preferred to use the compounds represented by formula (K-6.16) and formula (K-6.17) at the same time.

It is preferable that the composition of the present invention further contains one or more compounds represented by the general formula (L). The compound represented by the general formula (L) corresponds to a dielectrically neutral compound (Δε value is −2 to 2).

(Wherein R ^L1 and R ^L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently Optionally substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
n ^L1 represents 0, 1, 2 or 3,
A ^L1 , A ^L2 and A ^L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH ₂ — present in the group or two or more —CH ₂ — not adjacent to each other). May be replaced by -O-.)
(B) 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ may be replaced by —N═) and Each of the groups (a) and (b) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and Z ^L2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF ₂ -, -CF ₂ O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
When n ^L1 is 2 or 3, and a plurality of A ^L2 are present, they may be the same or different, and when n ^L1 is 2 or 3, and a plurality of Z ^L2 are present, May be the same or different, but excludes compounds represented by general formula (N-1) and general formula (J). )
Although the compound represented by general formula (L) may be used independently, it can also be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, 10 types, More than types.

In the composition of the present invention, the content of the compound represented by the general formula (L) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the formula (L) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferable content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, and 25%.

When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention maintains a high Tni and requires a composition having good temperature stability, the above lower limit value is preferably high and the upper limit value is preferably high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.

The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and 1 is preferred when importance is attached to compatibility with other liquid crystal molecules.

When importance is attached to reliability, R ^L1 and R ^L2 are preferably both alkyl groups, and when importance is placed on reducing the volatility of the compound, it is preferably an alkoxy group, and importance is placed on viscosity reduction. In this case, at least one is preferably an alkenyl group.

R ^L1 and R ^L2 are each a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R ^L1 is bonded is a phenyl group (aromatic). When the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a straight-chain C 1-5 carbon atom is preferred. Alkyl groups, linear alkoxy groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferred. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

n ^L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferred for improving the upper limit temperature of the nematic phase, and 1 is preferred for balancing these. In order to satisfy the properties required for the composition, it is preferable to combine compounds having different values.

A ^L1 , A ^L2, and A ^L3 are preferably aromatic when it is required to increase Δn, and are preferably aliphatic for improving the response speed, and are each independently trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -It preferably represents a diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:

More preferably, it represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

Z ^L1 and Z ^L2 are preferably single bonds when the response speed is important.

The number of halogen atoms in the molecule is preferably 0 or 1.

The compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (L-1) to the general formula (L-8).

The compound represented by the general formula (L-1) is the following compound.

(In the formula, R ^L11 and R ^L12 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L11 and R ^L12 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

The compound represented by the general formula (L-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content is 1%, 2%, 3%, 5%, 7%, 10%, and 15% with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, and 55%. The upper limit of the preferable content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, based on the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.

When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention requires a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is moderate and the upper limit value is moderate. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is low.

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-1).

(Wherein R ^L12 represents the same meaning as in general formula (L-1).)
The compound represented by the general formula (L-1-1) is a compound selected from the group of compounds represented by the formula (L-1-1.1) to the formula (L-1-1.3). And is preferably a compound represented by formula (L-1-1.2) or formula (L-1-1.3), and particularly represented by formula (L-1-1.3). It is preferable that it is a compound.

The lower limit of the preferable content of the compound represented by the formula (L-1-1.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, and 10%. The upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-2).

(Wherein R ^L12 represents the same meaning as in general formula (L-1).)
The lower limit of the preferable content of the compound represented by the formula (L-1-2) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 15% 17%, 20%, 23%, 25%, 27%, 30%, 35%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 42%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 33%, and 30%.

Further, the compound represented by the general formula (L-1-2) is a compound selected from the group of compounds represented by the formula (L-1-2.1) to the formula (L-1-2.4). Preferably, the compound represented by the formula (L-1-2.1) and the formula (L-1-2.2) is preferable, and in particular, the compound represented by the formula (L-1-2.2). Compounds are preferred because they particularly improve the response speed of the compositions of the present invention. When obtaining Tni higher than the response speed, it is preferable to use a compound represented by the formula (L-1-2.3) or the formula (L-1-2.4). The content of the compounds represented by the formulas (L-1-2.3) and (L-1-2.4) is not preferably 10% or more in order to improve the solubility at low temperatures.

The lower limit of the preferable content of the compound represented by the formula (L-1-2.1) with respect to the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, and 40%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.

The lower limit of the preferable content of the compound represented by the formula (L-1-2.2) with respect to the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, and 40%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.

The lower limit of the preferable total content of the compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-2.2) with respect to the total amount of the composition of the present invention The values are 10%, 15%, 20%, 25%, 27%, 30%, 35% and 40%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-3).

(Wherein R ^L13 and R ^L14 each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L13 and R ^L14 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

The lower limit of the preferable content of the compound represented by the general formula (L-1-3) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13 %, 15%, 17%, 20%, 23%, 25%, 30%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 40%, 37%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 23%, 20%, 17%, 15%, 13%, 10% %.
Further, the compound represented by the general formula (L-1-3) is a compound selected from the group of compounds represented by the formula (L-1-3.1) to the formula (L-1-3.12). Preferably, it is a compound represented by formula (L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable because the response speed of the composition of the present invention is particularly improved. Further, when obtaining Tni higher than the response speed, the equation (L-1-3.3), the equation (L-1-3.4), the equation (L-1-3.11), and the equation (L− It is preferable to use a compound represented by 1-3.12). Sum of compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12) The content of is not preferably 20% or more in order to improve the solubility at low temperatures.

The lower limit of the preferable content of the compound represented by the formula (L-1-3.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 20%, 17%, 15%, 13%, 10%, 8%, and 7% with respect to the total amount of the composition of the present invention. % And 6%.

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-4) and / or (L-1-5).

(In the formula, R ^L15 and R ^L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L15 and R ^L16 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

The lower limit of the preferable content of the compound represented by the general formula (L-1-4) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13 %, 15%, 17%, and 20%. The upper limit of the preferable content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% with respect to the total amount of the composition of the present invention. %.

The lower limit of the preferable content of the compound represented by the general formula (L-1-5) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, %, 15%, 17%, and 20%. The upper limit of the preferable content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% with respect to the total amount of the composition of the present invention. %.

Further, the compounds represented by the general formulas (L-1-4) and (L-1-5) are represented by the formulas (L-1-4.1) to (L-1-5.3). Are preferably selected from the group of compounds represented by formula (L-1-4.2) or (L-1-5.2).

The lower limit of the preferable content of the compound represented by the formula (L-1-4.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 20%, 17%, 15%, 13%, 10%, 8%, and 7% with respect to the total amount of the composition of the present invention. % And 6%.

Formula (L-1-1.3), Formula (L-1-2.2), Formula (L-1-3.1), Formula (L-1-3.3), Formula (L-1- 3.4), it is preferable to combine two or more compounds selected from the compounds represented by formula (L-1-3.11) and formula (L-1-3.12). -1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and It is preferable to combine two or more compounds selected from the compounds represented by formula (L-1-4.2), and the lower limit of the preferable content of the total content of these compounds is the composition of the present invention. 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18% of the total amount 20% and 23% 25%, 27%, 30%, 33%, 35%, and the upper limit is 80% and 70% with respect to the total amount of the composition of the present invention, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23% and 20%. When emphasizing the reliability of the composition, compounds represented by formula (L-1-3.1), formula (L-1-3.3) and formula (L-1-3.4)) It is preferable to combine two or more compounds selected from the group consisting of formulas (L-1-1.3) and (L-1-2.2) when the response speed of the composition is important. It is preferable to combine two or more compounds selected from the following compounds.

The compound represented by the general formula (L-2) is the following compound.

(In the formula, R ^L21 and R ^L22 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. An alkoxy group of 1 to 4 is preferable.

When emphasizing solubility at low temperatures, it is highly effective to set a large amount of content. Conversely, when emphasizing response speed, setting a small amount of content is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the formula (L-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%. The upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.

Further, the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formulas (L-2.1) to (L-2.6). A compound represented by formula (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6) is preferred.

The compound represented by the general formula (L-3) is the following compound.

(In the formula, R ^L31 and R ^L32 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L).)
R ^L31 and R ^L32 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.

The compound represented by the general formula (L-3) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferred content of the compound represented by formula (L-3) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% Yes, 7%, 10%. The upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.

When a high birefringence is obtained, the effect is high when the content is set to be large. On the other hand, when high Tni is emphasized, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

Further, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.4). A compound represented by the formula (L-3.7) from (L-3.2) is preferable.

The compound represented by the general formula (L-4) is the following compound.

(In the formula, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L).)
R ^L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. An alkoxy group of 1 to 4 is preferable. )
The compound represented by the general formula (L-4) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

In the composition of the present invention, the content of the compound represented by the general formula (L-4) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by formula (L-4) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% Yes, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% is there. The upper limit of the preferable content of the compound represented by the general formula (L-4) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, 30% Yes, 20%, 15%, 10%, 5%.

The compound represented by general formula (L-4) is preferably a compound represented by formula (L-4.1) to formula (L-4.3), for example.

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, even if the compound represented by the formula (L-4.1) is contained, the formula (L -4.2) Even if it contains a compound represented by formula (L-4.1), it contains both a compound represented by formula (L-4.1) and a compound represented by formula (L-4.2). Or all of the compounds represented by formulas (L-4.1) to (L-4.3) may be included. The lower limit of the preferable content of the compound represented by formula (L-4.1) or formula (L-4.2) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and the preferred upper limit is 45, 40% , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% .

When both the compound represented by formula (L-4.1) and the compound represented by formula (L-4.2) are contained, the amount of both compounds relative to the total amount of the composition of the present invention is The lower limit of the preferred content is 15%, 19%, 24%, and 30%, and the preferred upper limit is 45, 40%, 35%, and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.

The compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.4) to the formula (L-4.6). It is preferable that it is a compound represented by this.

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like, even if the compound represented by the formula (L-4.4) is contained, the formula (L -4.5) contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5). May be.

The lower limit of the preferable content of the compound represented by the formula (L-4.4) or the formula (L-4.5) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%. Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %, 10%, and 8%.

When both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) are contained, the amount of both compounds relative to the total amount of the composition of the present invention is The lower limit of the preferred content is 15%, 19%, 24%, and 30%, and the preferred upper limit is 45, 40%, 35%, and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.

The compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.7) to the formula (L-4.10), and particularly the formula (L-4. The compound represented by 9) is preferred.

The compound represented by the general formula (L-5) is the following compound.

(In the formula, R ^L51 and R ^L52 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L52 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. An alkoxy group of 1 to 4 is preferable.

The compound represented by the general formula (L-5) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

In the composition of the present invention, the content of the compound represented by the general formula (L-5) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the general formula (L-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% Yes, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% is there. The upper limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, 5% The compound represented by the general formula (L-5) is represented by the formula (L-5.1) or the formula (L-5.2). The compound represented by formula (L-5.1) is particularly desirable.

The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

The compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.3) or the formula (L-5.4).

The compound represented by the general formula (L-5) is preferably a compound selected from the group of compounds represented by the formulas (L-5.5) to (L-5.7). The compound represented by L-5.7) is preferred.

The compound represented by the general formula (L-6) is the following compound.

(In the formula, R ^L61 and R ^L62 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L), and X ^L61 and X ^L62 each independently represent a hydrogen atom or a fluorine atom. )
R ^L61 and R ^L62 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one of X ^L61 and X ^L62 is a fluorine atom and the other is a hydrogen atom. Is preferred.

The compound represented by the general formula (L-6) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (L-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% Yes, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% is there. The upper limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%. When emphasizing to increase Δn, it is preferable to increase the content, and when emphasizing the precipitation at low temperature, it is preferable to decrease the content.

The compound represented by the general formula (L-6) is preferably a compound represented by the formula (L-6.1) to the formula (L-6.9).

There are no particular restrictions on the types of compounds that can be combined, but 1 to 3 types of these compounds are preferably contained, more preferably 1 to 4 types. Further, since the wide molecular weight distribution of the selected compound is also effective for the solubility, for example, one type of the compound represented by the formula (L-6.1) or (L-6.2), the formula (L- 6.4) or one type from the compound represented by (L-6.5), one type from the compound represented by formula (L-6.6) or formula (L-6.7), It is preferable to select one compound from the compounds represented by -6.8) or (L-6.9) and combine them as appropriate. Among them, represented by formula (L-6.1), formula (L-6.3), formula (L-6.4), formula (L-6.6) and formula (L-6.9). It is preferable to include a compound.

Further, the compound represented by the general formula (L-6) is preferably, for example, a compound represented by the formula (L-6.10) to the formula (L-6.17). A compound represented by L-6.11) is preferable.

The compound represented by the general formula (L-7) is the following compound.

^{(Wherein, R L71} and ^{R L72} each independently represent the same meaning as ^{R L1} and ^{R L2} in Formula ^{(L), A L71} and ^{A L72} is ^{A L2} and in the general formula (L) independently A ^L3 represents the same meaning, but the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted with a fluorine atom, Z ^L71 represents the same meaning as Z ^L2 in formula (L), X ^L71 and X ^L72 each independently represent a fluorine atom or a hydrogen atom.)
In the formula, R ^L71 and R ^L72 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and A ^L71 and A ^L72 Are each independently preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted with a fluorine atom, and Q ^L71 is a single group. A bond or COO- is preferable, a single bond is preferable, and X ^L71 and X ^L72 are preferably a hydrogen atom.

There are no particular restrictions on the types of compounds that can be combined, but they are combined according to the required performance, such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, and four kinds.

In the composition of the present invention, the content of the compound represented by the general formula (L-7) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the general formula (L-7) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% Yes, 7%, 10%, 14%, 16%, 20%. The upper limit of the preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. 18%, 15%, 10%, 5%.

When an embodiment with high Tni is desired for the composition of the present invention, the content of the compound represented by formula (L-7) is preferably increased, and when an embodiment with low viscosity is desired, the content is It is preferable to reduce the amount.

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.1) to the formula (L-7.4), and the formula (L-7. It is preferable that it is a compound represented by 2).

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.11) to the formula (L-7.13). It is preferable that it is a compound represented by 11).

Furthermore, the compound represented by the general formula (L-7) is a compound represented by the formula (L-7.21) to the formula (L-7.23). A compound represented by formula (L-7.21) is preferable.

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), and the formula (L-7. 31) or / and a compound represented by the formula (L-7.32).

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.41) to the formula (L-7.44), and the formula (L-7. 41) or / and a compound represented by formula (L-7.42).

The compound represented by the general formula (L-8) is the following compound.

(In the formula, R ^L81 and R ^L82 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L), and A ^L81 represents the same meaning or single bond as A ^L1 in General Formula (L)). However, each hydrogen atom on A ^L81 may be independently substituted with a fluorine atom, and X ^L81 to X ^L86 each independently represent a fluorine atom or a hydrogen atom.)
^{Wherein, R L81} and ^{R L82} are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms of 2 to 5 carbon atoms ^{preferably, A L81} is 1, A 4-cyclohexylene group or a 1,4-phenylene group is preferable, and the hydrogen atoms on A ^L71 and A ^L72 may each independently be substituted with a fluorine atom, and the same in the general formula (L-8) The number of fluorine atoms in the ring structure is preferably 0 or 1, and the number of fluorine atoms in the molecule is preferably 0 or 1.

In the composition of the present invention, the content of the compound represented by the general formula (L-8) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by formula (L-8) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% Yes, 7%, 10%, 14%, 16%, 20%. The upper limit of the preferable content of the compound represented by the general formula (L-8) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, 20% Yes, 18%, 15%, 10%, 5%.

When high Tni embodiments of the composition of the present invention are desired, it is preferable to increase the content of the compound represented by formula (L-8), and when low viscosity embodiments are desired It is preferable to reduce the amount.

Further, the compound represented by the general formula (L-8) is preferably a compound represented by the formula (L-8.1) to the formula (L-8.4), and the formula (L-8. 3), formula (L-8.5), formula (L-8.6), formula (L-8.13), formula (L-8.16) to formula (L-8.18), formula (L) A compound represented by formula (L-8.28) to L-8.23) is more preferable.

The liquid crystal composition of the present invention essentially contains the polymerizable compound represented by the general formula (I), but other polymerizable compounds may be used in combination. Specifically, it is preferable to contain one or more compounds selected from the group of compounds represented by formula (II).

(In the formula, R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ and R ²¹⁰ are each independently substituted with P ²¹ -Sp ²¹ -and fluorine atoms. Represents an alkyl group having 1 to 5 carbon atoms which may be substituted, an alkoxy group having 1 to 5 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, and P ²¹ represents the above general formula ( Any one of formulas (R-1) to (R-15) in I)
Sp ²¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or two or more —CH ₂ — in the alkylene group is —O—, —, so that an oxygen atom is not directly adjacent to each other. May be substituted with OCO- or -COO-
n ²¹ represents 0, 1 or 2,
A ²¹ is
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ -. May be replaced by -O-) and (B) 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ that are not adjacent to each other may be replaced by —N═)
(C) (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6- One —CH═ present in a diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ are replaced by —N═. Is also good.)
The group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 12 carbon atoms or a group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or ^P 21 ^{-S 21} - be substituted with good,
Having at least one P ²¹ —S ²¹ — in one molecule of the general formula (II);
L ²¹ represents a single bond, —OCH ₂ —, —CH ₂ O—, —C ₂ H ₄ —, —OC ₂ H ₄ O—, —COO—, —OCO—, —CH═CR ^a —COO—, — ^{^{^{CH = CR a -OCO -, -}}} COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) z -OCO -, - OCO- ( CH ₂ ) _z —, —COO— (CH ₂ ) _z —, —CH═CH—, —CF ₂ O—, —OCF ₂ — or —C≡C— (wherein each R ^a is independently hydrogen Represents an atom or an alkyl group having 1 to 3 carbon atoms, wherein z represents an integer of 1 to 4,
When there are a plurality of P ²¹ , Sp ²¹ and A ²¹ , they may be the same or different from each other, except for the compound represented by the general formula (I). ) Is preferred.

The viewpoint that the liquid crystal composition containing the polymerizable compound represented by the general formula (I) and the polymerizable compound represented by the general formula (II) can further reduce the occurrence of display defects due to a change in the pretilt angle. It is effective.

In the general formula (II), it is preferable that one or more of P ²¹ —Sp ²¹ — is contained in one molecule of the compound represented by the general formula (II), and that 4 or less of P ²¹ —Sp ²¹ — is used. The number of P ²¹ —Sp ²¹ — present in one molecule of the general formula (II) is preferably 1 or more and 4 or less, more preferably 1 or more and 3 or less, and the general formula (II) The number of P ²¹ —Sp ²¹ — in the molecule of the compound represented by is particularly preferably 2 or 3.

That is, the compound represented by the general formula (II) has a structure in which two benzene rings and, if necessary, a ring A ²¹ are connected to each other, and P ²¹ -Sp ^21- in these two benzene rings and the ring A ²¹ is substituted. Since it has at least one, the compound represented by the general formula (II) exhibits the action and effect as a polymerizable compound.

In the above general formula (II), one or more selected from the group consisting of R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ and R ²¹⁰ If it ^{^{^{^{is, R 201, R 202, R}}}} 204, R 207, any one of ^{R 209} or ^{R 210,} or two or more kinds ^P ^{21 -Sp} 21 - - but ^P 21 ^{-Sp 21} is preferably , ^{R 201} and ^{R 210} are ^P 21 ^{-Sp 21} - is more preferable.

In the general formula ^{(II), R 201} and ^{R 210} each ^{independently,} P 21 ^{-Sp 21} - is preferably, in this ^{case, R 201} and ^{R 210} identical ^P 21 ^{-Sp 21} - in even different ^P 21 ^{-Sp 21} - may be.

In the general formula ^{^{^{(II), R 202, R}}} 203, R 204, R 205, R 206, R 207, R 208 and ^{R 209} are each ^{independently,} P 21 ^{-Sp 21} -, from 1 carbon atom 3 alkyl group, preferably a fluorine atom or a hydrogen atom, P ^{21 -Sp} 21 ^-, more preferably a fluorine atom or a hydrogen atom, more preferably a fluorine atom or a hydrogen atom.

P ²¹ is preferably the formula (R-1) or the formula (R-2) described in the general formula (I), more preferably an acryl group or a methacryl group, and further preferably a methacryl group. preferable.

Sp ²¹ is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond.

In the general formula (II), n ²¹ is preferably 0 or 1.

In the general formula (II), A ²¹ is preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group, and more preferably a 1,4-phenylene group.

In the general formula (II), L ²¹ represents a single bond, —OCH ₂ —, —CH ₂ O—, —C ₂ H ₄ —, —OC ₂ H ₄ O—, —COO—, —OCO—, — CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —C ₂ H ₄ —COO—, —C ₂ H ₄ —OCO—, — OCO—C ₂ H ₄ —, —COO—C ₂ H ₄ —, —CH═CH—, —CF ₂ O—, —OCF ₂ — or —C≡C— are preferred.

The content of the polymerizable compound represented by the general formula (II) is 0.01 to 5% by mass, but the lower limit of the content is preferably 0.02% by mass, preferably 0.03% by mass, 0 0.04% by mass, 0.05% by mass is preferable, 0.06% by mass is preferable, 0.07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, and 0.1% by mass is preferable. % By mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, and 0.4% by mass 0.5 mass% is preferable, 0.55 mass% is preferable, and the upper limit of the content is preferably 4.5 mass%, preferably 4 mass%, preferably 3.5 mass%, and 3 mass% Is preferable, 2.5% by mass is preferable, and 2% by mass is Preferably, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, 0.9 mass% is preferable, 0.85 mass% is preferable, 0.8 mass% is preferable, and 0 0.75% by mass is preferable, 0.7% by mass is preferable, 0.65% by mass is preferable, 0.6% by mass is preferable, and 0.55% by mass is preferable.

Of the entire liquid crystal composition (100% by mass) according to the present invention, the upper limit of the total content with the polymerizable compounds represented by the general formula (I) and the general formula (II) is preferably 6% by mass, 5.8 mass% is preferable, 5.5 mass% is preferable, 5.2 mass% is preferable, 5 mass% is preferable, 4.8 mass% is preferable, 4.6 mass% is preferable, 4.4 mass% % Is preferable, 4.2% by mass is preferable, 4% by mass is preferable, 3.5% by mass is preferable, 3% by mass is preferable, 2.5% by mass is preferable, 2% by mass is preferable, and 1.5% by mass. %, Preferably 1% by weight, preferably 0.95% by weight, preferably 0.9% by weight, preferably 0.85% by weight, preferably 0.8% by weight, and preferably 0.75% by weight, 0.7% by mass is preferable, 0.65% by mass is preferable, and 0% Is preferably 6 mass%, preferably 0.55% by mass.
The lower limit of the total content with the polymerizable compound represented by the general formula (I) and the general formula (II) is preferably 0.02% by mass, preferably 0.03% by mass, and 0.04% by mass. Is preferable, 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, and 0.1 mass% is preferable. 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, 0.4% by mass is preferable, and 0% by mass. 0.5 mass% is preferable.

The compound represented by the general formula (II) is preferably a compound represented by the following general formula (II-2).

^{^{^{^{(Wherein, R 101, R 102, R}}}} 103, R 104, R 105, R 106, R 107 and ^{R 108} are each ^{independently,} P 13 ^{-Sp 13} -, carbon atoms which may be substituted by fluorine atoms It represents an alkyl group having 1 to 18 atoms, an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, and R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ represent an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom,
P ¹¹ , P ¹² and P ¹³ present are each independently represented by formulas (R-2-1) to (R-2-9)

(In the formula, R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ each independently represents an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, and m ^r5 , m ^{and r7} , ^nr5 and ^r7 each independently represents 0, 1, or 2).
Sp ¹¹ , Sp ¹² and existing Sp ¹³ each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one —CH ₂ — or not adjacent ₂ in the alkylene group. One or more —CH ₂ — may be substituted with —O—, —OCO— or —COO— so that the oxygen atom is not directly adjacent,
When a plurality of P ¹³ and Sp ¹³ are present, they may be the same or different. )
In formula ^{^{(II-2), R 101}} , R 102, R 103, R 104, R 105, R 106, R 107 and ^{R 108} are each ^{independently,} P 13 ^{-Sp 13} -, fluorine atom Represents an alkyl group having 1 to 18 carbon atoms which may be substituted, an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom; The number of carbon atoms of the group and the alkoxy group is 1 to 16, more preferably 1 to 10, still more preferably 1 to 8, still more preferably 1 to 6, even more preferably 1 ~ 4. Moreover, although the said alkyl group and alkoxy group may be linear or branched, linear is especially preferable.

In addition, at least one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ is an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom. In this case, the alkoxy group preferably has 1 to 15 carbon atoms, more preferably 1 to 11, more preferably 1 to 7, still more preferably 1 to 5, Even more preferably, it is 1 to 3, particularly preferably 1. The alkoxy group may be linear or branched, but is preferably linear.

In formula ^{^{(II-2), R 101}} , R 102, R 103, R 104, R 105, R 106, R 107 and ^{R 108} are each ^{independently,} P 13 ^{-Sp 13} -, fluorine atom substituted alkoxy group from a good carbon atoms 1 also show 3, preferably represent either a fluorine atom or a hydrogen atom, P ^{13 -Sp} 13 ^-, any of C 1 -C 3 alkoxy group or a hydrogen atom It is more preferable to represent these.

The alkoxy group having 1 to 18 carbon atoms which may be substituted with the fluorine atom is preferably a linear alkoxy group, and a methoxy group, an ethoxy group, a propoxy group or a butoxy group, or a hydrogen atom of these groups is fluorine. Examples include fluorinated alkoxy groups substituted with atoms, among which methoxy group, ethoxy group, propoxy group, monofluoromethoxy group, difluoromethoxy group and trifluoromethoxy group are preferable, and methoxy group or ethoxy group is more Preferred is a methoxy group.

In the above general formula (II-2), if an alkoxy group having 1 to 18 carbon atoms, particularly an alkoxy group having 1 to 5 carbon atoms, is provided in the molecule, the UV absorption end becomes long. It is preferable from the viewpoint of increasing the polymerization rate of the polymerizable compound because efficient light absorption is possible during irradiation. Further, a methoxy group is particularly preferred because the substituent becomes bulky as the number of carbon atoms increases, and the polymerization rate and degree of polymerization are likely to be reduced.

In the general formula (II-2), the liquid crystal composition containing a bicyclic polymerizable compound composed of a benzene ring substituted with a methoxy group reduces the occurrence of display failure due to a change in pretilt angle, and the polymerizable compound From the viewpoint that the polymerization rate can be increased. A liquid crystal composition containing a monocyclic polymerizable compound substituted with a methoxy group has a slow polymerization rate of the polymerizable compound, so that the ultraviolet irradiation time required for forming a pretilt angle and reducing the residual amount of the polymerizable compound is long. Become. In addition, a liquid crystal composition containing a tricyclic polymerizable compound composed of a benzene ring substituted with a methoxy group tends to cause a display defect due to a change in pretilt angle, although the residual amount of the polymerizable compound is small.

In the general formula (II-2), among R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ , the number of carbon atoms which may be substituted with a fluorine atom is 1 to 18 Is preferably 1 or more, 3 or less, more preferably 1 or more and 2 or less, and particularly preferably 1.

In the general formula (II-2), one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ may be substituted with a fluorine atom. In the case of an alkoxy group from 1 to 18, the combination of three groups of R ¹⁰¹ , R ¹⁰⁴ and R ¹⁰⁷ , the combination of three groups of R ¹⁰¹ , R ¹⁰³ and R ¹⁰⁶ , or R ¹⁰¹ , R ¹⁰² and The combination of the three groups of R ¹⁰⁴ preferably represents an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom.

In the general formula (II-2), one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ may be substituted with a fluorine atom. In the case of an alkoxy group of 1 to 18, the combination of two groups of R ¹⁰¹ and R ¹⁰⁴ , the combination of two groups of R ¹⁰¹ and R ¹⁰² , or the combination of two groups of R ¹⁰¹ and R ¹⁰⁶ is It preferably represents an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom.

In the general formula (II-2), one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ may be substituted with a fluorine atom 1 from the aspects of the case 18 is an alkoxy ^group, it is preferred that an alkoxy group from ^{R 101,} or ^{R 102} is a good carbon atoms 1 be substituted by a fluorine atom ^{18, R 101} or ^{R 102} is a fluorine atom It is particularly preferable to represent an alkoxy group having 1 to 5 carbon atoms which may be substituted.

When R ¹⁰¹ represents an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, the UV absorption end becomes long, and thus light absorption can be efficiently performed during ultraviolet irradiation in the polymerization step, so that the polymerizability is high. This is preferable from the viewpoint of increasing the polymerization rate of the compound.

When R ¹⁰² represents an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, it is preferable from the viewpoint of enhancing solubility.

In the general formula (II-2), among R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ , the number of those representing P ¹³ -S ^13- is 0, It is preferably 1 or 2, more preferably 0 or 1, and particularly preferably 0.

In formula ^{^{(II-2), R 101}} , R 102, among ^{^{R 103, R 104, R 105}} , R 106, R 107 and ^{^{^{R 108, P 13 -S 13 -}}} 1 or more the number of those that represent the If it ^is, one or two or more of ^{R ^101,} R ^104, R ¹⁰⁵ and ^{R 108} are ^P 13 ^{-S 13} - preferably represents a.

P ¹¹ , P ¹² and P ¹³ may all be the same polymerizable group (formulas (R-1) to (R-9)) or different polymerizable groups.

In the general formula (II-2), P ¹¹ , P ¹² and P ¹³ are each independently represented by the formula (R-1), formula (R-2), formula (R-3), formula (R— 4), formula (R-5) or formula (R-7) is preferred, and in formula (R-1), formula (R-2), formula (R-3) or formula (R-4) More preferably, it is more preferably formula (R-1), and further preferably an acryl group or a methacryl group.

At least one of P ¹¹ and P ¹² is preferably the formula (R-1), more preferably an acrylic group or a methacryl group, still more preferably a methacryl group, and P ¹¹ and P ¹² are methacrylic groups. Particularly preferred is a group.

For example, in the general formula (II-2), R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ may each independently be substituted with a fluorine atom. Represents an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, and R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ^When one or two of ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ represent an alkoxy group having 1 to 18 carbon atoms, P ¹¹ and P ¹² are each independently represented by the formula (R— 1) is preferable, and at least one of P ¹¹ and P ¹² is preferably a methacryl group.

R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ are each independently preferably a methyl group or a hydrogen atom, and preferably a hydrogen atom when the polymerization rate of the polymerizable compound is important. In the case where importance is attached to the reduction of display defects due to changes in the pretilt angle, a methyl group is preferable.

In the general formula (II-2), Sp ¹¹ , Sp ¹² and S ¹³ present are preferably each independently a single bond or an alkylene group having 1 to 5 carbon atoms, and preferably a single bond. Is particularly preferred. When S ¹¹ , S ¹² and S ¹³ are single bonds, the residual amount of the polymerizable compound after ultraviolet irradiation is sufficiently small, and display defects due to changes in the pretilt angle are less likely to occur.

The upper limit of the total content of the polymerizable compounds represented by the general formula (I-1) and the general formula (II-2) in the entire liquid crystal composition (100% by mass) according to the present invention is 6% by mass. % Is preferred, 5.8% by weight is preferred, 5.5% by weight is preferred, 5.2% by weight is preferred, 5% by weight is preferred, 4.8% by weight is preferred, 4.6% by weight is preferred, 4.4% by mass is preferable, 4.2% by mass is preferable, 4% by mass is preferable, 3.5% by mass is preferable, 3% by mass is preferable, 2.5% by mass is preferable, and 2% by mass is preferable. 1.5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, 0.9% by mass is preferable, 0.85% by mass is preferable, 0.8% by mass is preferable, and 0.75% by mass. % Is preferable, 0.7% by mass is preferable, and 0.65% by mass is preferable. Ku, preferably 0.6 wt%, preferably 0.55% by mass.
The lower limit of the total content of the polymerizable compounds represented by the general formula (I-1) and the general formula (II-2) is preferably 0.02% by mass, preferably 0.03% by mass, 0.04% by mass, 0.05% by mass is preferable, 0.06% by mass is preferable, 0.07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, and 0.1% by mass is preferable. % By mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, and 0.4% by mass Is preferable, and 0.5 mass% is preferable.

Specific examples of the polymerizable compound represented by the general formula (II-2) according to the present invention include the general formulas (II-1-1-1) to (II-1-1-2), II-2-1) to (II-1-2-7), general formulas (II-1-3-1) to (II-1-3-9), general formula (II-1-4) 1) to (II-1-4-4), general formulas (II-1-5-1) to (II-1-5-2), general formulas (II-1-6-1) to (II- 1-6-4) and compounds represented by general formulas (II-1-7-1) to (II-1-7-6) are preferred.

In the above formula, R ^M1 , R ^M2 and R ^M3 each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, but an alkyl group having 1 carbon atom or hydrogen More preferably it represents an atom.

The above general formulas (II-1-1-1) to (II-1-1-2), general formulas (II-1-2-1) to (II-1-2-7), general formula (II- 1-3-1) to (II-1-3-3-9), general formulas (II-1-4-1) to (II-1-4-4), general formula (II-1-5-1) To (II-1-5-2), general formulas (II-1-6-1) to (II-1-6-4), general formulas (II-1-7-1) to (II-1- 7-6) Among the compounds represented by formula (II-1-1-1), (II-1-1-2), (II-1-4-1), (II-1-4) -2), (II-1-7-1) and (II-1-7-2) are more preferable, and the general formulas (II-1-1-1) and (II-1-1-2) are more preferable. The general formula (II-1-1-1) is preferable.

The liquid crystal composition containing the polymerizable compound represented by the general formula (I-1) and the polymerizable compound such as the general formula (II-1-1-1) together has excellent response performance. In addition, a PSA type or PSVA type liquid crystal display element having a sufficient pretilt angle, a small residual amount of the polymerizable compound, no defects such as alignment failure and display failure due to a change in pretilt, or the like is extremely small. Since it can manufacture efficiently, it is especially preferable. The compound represented by the general formula (II) according to the present invention is preferably a polymerizable compound represented by the general formula (IV).

In the general formula (IV), R ⁷ and R ⁸ each independently represent any of the following formulas (R-1) to (R-15).

The 15 polymerizable functional groups represented by the above formulas (R-1) to (R-15) are cured by radical polymerization, radical addition polymerization, cationic polymerization, and anionic polymerization. In particular, when ultraviolet polymerization is performed as a polymerization method, the formula (R-1), formula (R-2), formula (R-4), formula (R-5), formula (R-7), formula (R -11), formula (R-13) or formula (R-15) are preferred, and formula (R-1), formula (R-2), formula (R-7), formula (R-11) or formula (R-11) R-13) is more preferred, and formula (R-1) or formula (R-2) is more preferred.

In the general formula (IV), X ¹ to X ⁸ each independently represent a trifluoromethyl group, a fluorine atom, or a hydrogen atom.

In the general formula (IV), R ⁷ and R ⁸ are preferably each independently a methacryl group or an acryl group.

The compound represented by the general formula (IV) is more preferably one or more selected from the group consisting of the formulas (IV-11) to (IV-15). 11) is particularly preferred.

In general formula (IV-11) to general formula (IV-15), R ⁷ and R ⁸ each independently represents a methacryl group or an acryl group.

When a polymerizable compound represented by general formula (IV-11) to general formula (IV-15) and general formula (I) are used in combination, a better alignment state can be obtained.

Specifically, the compound represented by the general formula (II) according to the present invention is preferably a compound represented by the general formula (XX-1) to the general formula (XX-13), for example, The general formula (XX-7) is more preferable from 1).

In general formula (XX-8) to general formula (XX-13), Sp ^xx represents an alkylene group having 1 to 8 carbon atoms or O— (CH ₂ ) _s — (wherein s represents an integer of 1 to 7) And an oxygen atom is bonded to the ring).

In the general formula (XX-1) to the general formula (XX-13), the hydrogen atom in the 1,4-phenylene group is further —F, —Cl, —CF ₃ , —CH ₃ or the formula (R-1 ) To any one of formulas (R-15).

Further, as the compound represented by the general formula (II), for example, a polymerizable compound represented by the formula (M1) to the formula (M18) is preferable.

In addition, a polymerizable compound represented by the formula (M19) to the formula (M34) is also preferable.

One or two or more hydrogen atoms in the 1,4-phenylene group and naphthalene group in the formulas (M19) to (M34) are each independently -F, -Cl, -CF ₃ ,- It may be substituted by CH ₃ .

The compound represented by the general formula (II) is also preferably a polymerizable compound represented by the formula (M35) to the formula (M65).

In the liquid crystal composition according to the present invention, the content of the polymerizable compound represented by formulas (M1) to (M65) is 0.01 to 5% by mass with respect to the entire liquid crystal composition, but the lower limit of the content Is preferably 0.02 mass%, preferably 0.03 mass%, preferably 0.04 mass%, preferably 0.05 mass%, preferably 0.06 mass%, preferably 0.07 mass%, 0.08% by mass, 0.09% by mass is preferable, 0.1% by mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, and 0.3% by mass is preferable. % By mass is preferable, 0.35% by mass is preferable, 0.4% by mass is preferable, 0.5% by mass is preferable, 0.55% by mass is preferable, and the upper limit of the content is preferably 4.5% by mass, 4% by mass is preferable, and 3.5% by mass is preferable. 3 mass% is preferable, 2.5 mass% is preferable, 2 mass% is preferable, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, and 0.9 mass% is Preferably, 0.85 mass% is preferable, 0.8 mass% is preferable, 0.75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, 0.6 mass% is preferable, 0.55 mass% is preferable.

The liquid crystal composition of the present invention may contain a normal nematic liquid crystal, smectic liquid crystal, cholesteric liquid crystal, antioxidant, ultraviolet absorber, light stabilizer or infrared absorber in addition to the above-mentioned compounds.

Examples of the antioxidant include hindered phenols represented by general formula (H-1) to general formula (H-4).

In general formulas (H-1) to (H-4), R ^H1 represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or It represents an alkenyloxy group having 2 to 10 carbon atoms, one -CH ₂ present in the radical - or non-adjacent two or more -CH ₂ - are each independently -O- or -S- In addition, one or two or more hydrogen atoms present in the group may be independently substituted with a fluorine atom or a chlorine atom. More specifically, it is an alkyl group having 2 to 7 carbon atoms, an alkoxy group having 2 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms, or an alkenyloxy group having 2 to 7 carbon atoms. An alkyl group having 3 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms is more preferable.

In the general formula ^{(H4), M H4} is -CH ₂ 1, two or more of the alkylene group (the alkylene group having from 1 to 15 carbon atoms - as the oxygen atoms are not directly adjacent, - O—, —CO—, —COO—, —OCO— may be substituted.), —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —CF ₂ O—, — OCF ₂ —, —CF ₂ CF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, — C≡C—, a single bond, a 1,4-phenylene group (any hydrogen atom in the 1,4-phenylene group may be substituted with a fluorine atom) or a trans-1,4-cyclohexylene group. Preferably an alkylene group having 1 to 14 carbon atoms, In consideration of the viscosity, a large number of carbon atoms is preferable, but in consideration of the viscosity, the number of carbon atoms is preferably not too large. Therefore, the number of carbon atoms is more preferably 2 to 12, more preferably 3 to 10. 4 to 10 carbon atoms are more preferred, 5 to 10 carbon atoms are more preferred, and 6 to 10 carbon atoms are more preferred.

In general formula (H-1) to general formula (H-4), one or more non-adjacent —CH═ in the 1,4-phenylene group may be substituted by —N═. In addition, each hydrogen atom in the 1,4-phenylene group may be independently substituted with a fluorine atom or a chlorine atom.

In general formula (H-1) to general formula (H-4), one or more non-adjacent —CH ₂ — in the 1,4-cyclohexylene group is replaced by —O— or —S—. May be. In addition, each hydrogen atom in the 1,4-cyclohexylene group may be independently substituted with a fluorine atom or a chlorine atom.

More specifically, for example, the formula (H-11) to the formula (H-15) can be mentioned.

When the antioxidant is contained in the liquid crystal composition of the present invention, 10 ppm by mass or more is preferable, 20 ppm by mass or more is preferable, and 50 ppm by mass or more is preferable. The upper limit when the antioxidant is contained is 10,000 ppm by mass, preferably 1000 ppm by mass, preferably 500 ppm by mass, and preferably 100 ppm by mass.

The liquid crystal composition of the present invention has a dielectric anisotropy (Δε) at −25 ° C. of −2.0 to −8.0, preferably −2.0 to −6.0, -5.0 is more preferable, and -2.5 to -5.0 is particularly preferable.

The liquid crystal composition of the present invention has a refractive index anisotropy (Δn) at 25 ° C. of 0.08 to 0.14, more preferably 0.09 to 0.13, and 0.09 to 0.12. Particularly preferred. More specifically, it is preferably 0.10 to 0.13 when dealing with a thin cell gap, and preferably 0.08 to 0.10 when dealing with a thick cell gap.

The liquid crystal composition of the present invention has a viscosity (η) at 20 ° C. of 10 to 50 mPa · s, preferably 10 to 45 mPa · s, preferably 10 to 40 mPa · s, and preferably 10 to 35 mPa · s. · Is preferably 10 to 30 mPa · s, more preferably 10 to 25 mPa · s, and particularly preferably 10 to 22 mPa · s.

The liquid crystal composition of the present invention has a rotational viscosity (γ ₁ ) at 25 ° C. of 50 to 160 mPa · s, preferably 55 to 160 mPa · s, and preferably 60 to 160 mPa · s. To 150 mPa · s, preferably 60 to 140 mPa · s, preferably 60 to 130 mPa · s, preferably 60 to 125 mPa · s, and 60 to 120 mPa · s. More preferably, it is 60 to 115 mPa · s, more preferably 60 to 110 mPa · s, and particularly preferably 60 to 100 mPa · s.

The liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T _ni ) of 60 ° C. to 120 ° C., more preferably 70 ° C. to 100 ° C., and particularly preferably 70 ° C. to 85 ° C.

Preferred embodiments of the liquid crystal composition according to the present invention are divided into a case where the entire liquid crystal composition exhibits positive dielectric anisotropy and a case where the entire liquid crystal composition exhibits negative dielectric anisotropy. It is preferable.

For example, when the entire liquid crystal composition according to the present invention exhibits positive dielectric anisotropy, a compound selected from a polymerizable compound represented by the general formula (I) and a compound represented by the general formula (J) It is preferable to include one or more of these, a compound represented by the general formula (L), and a polymerizable compound represented by the general formula (II-1) as necessary.

The upper limit of the ratio which the component comprised only from the compound represented by general formula (I), general formula (J), and general formula (L) among the whole liquid crystal composition which concerns on this invention is 100 mass%. 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 It is preferable that they are mass%, 86 mass%, 85 mass%, and 84 mass%.

Moreover, the lower limit of the ratio which the component comprised only from the compound represented by general formula (I), general formula (J), and general formula (L) among the whole liquid crystal composition which concerns on this invention is 78. Mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass% 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%, and 99 mass% are preferable.

The upper limit of the ratio which the component comprised only from the compound represented by general formula (I), general formula (M), and general formula (L) among the whole liquid crystal composition which concerns on this invention is 100 mass%. 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 It is preferable that they are mass%, 86 mass%, 85 mass%, and 84 mass%.

Moreover, the lower limit of the ratio which the component comprised only from the compound represented by general formula (I), general formula (M), and general formula (L) among the whole liquid crystal composition which concerns on this invention is 78. Mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass% 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%, and 99 mass% are preferable.

For example, when the entire liquid crystal composition according to the present invention exhibits negative dielectric anisotropy, the polymerizable compound represented by the general formula (I) and the general formulas (N-1), (N-2) and One or more compounds selected from compounds represented by (N-3), a compound represented by general formula (L), and, if necessary, represented by general formula (II-1) It preferably contains a polymerizable compound.

Of the entire liquid crystal composition according to the present invention, the polymerizable compound represented by the general formula (I), the general formula (N-1), the general formula (N-2), and the general formula (N-3) The upper limit of the proportion of the component composed of only one compound or two or more compounds selected from the compounds represented by formula (L) is 100% by mass, 99% by mass, and 98% by mass. %, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, It is preferable that they are 85 mass% and 84 mass%.

Among the entire liquid crystal composition according to the present invention, the polymerizable compound represented by the general formula (I), the general formula (N-1), the general formula (N-2), and the general formula (N-3) The lower limit value of the proportion of the component constituted by only one compound or two or more compounds selected from the compounds represented by the general formula (L) is 78% by mass, 80% by mass, 81%, 83%, 85%, 86%, 87%, 88%, 89%, 90%, 91%, 92%, 93%, 94%, 95% %, 96% by mass, 97% by mass, 98% by mass, and 99% by mass are preferable.

Of the entire liquid crystal composition according to the present invention, general formula (I), general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), The upper limit of the proportion of the component composed only of the compound represented by the formula (N-1e) and the general formula (L) is 100% by mass, 99% by mass, 98% by mass, 97% by mass, and 96% by mass. 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass%. It is preferable.

Of the entire liquid crystal composition according to the present invention, general formula (I), general formula (N-1a), general formula (N-1b), general formula (N-1c), and general formula (N-1d) The lower limit of the proportion of the component composed only of the compounds represented by formulas (N-1e) and (L) is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% Mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass% 98 mass% and 99 mass% are preferable.

Of the entire liquid crystal composition according to the present invention, general formula (I), general formula (N-1-4), general formula (N-1b), general formula (N-1c), and general formula (N-1d) The upper limit of the proportion of the component composed only of the compounds represented by the general formula (N-1e) and the general formula (L) is 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 Mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass% It is preferable that

Of the entire liquid crystal composition according to the present invention, the general formula (I), the general formula (N-1-4), the general formula (N-1b), the general formula (N-1c), the general formula (N— 1d), the lower limit of the proportion of the component composed only of the compound represented by the general formula (N-1e) and the general formula (L) is 78% by mass, 80% by mass, 81% by mass, 83% by mass 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 It is preferable that they are mass%, 98 mass%, and 99 mass%.

Of the entire liquid crystal composition according to the present invention, general formula (I), general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), Represented by the formula (N-1e), the general formula (L-1), the general formula (L-3), the general formula (L-4), the general formula (L-5), and the general formula (L-6). The upper limit of the proportion of the component composed only of the compound is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, and 92% by mass. 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, 84% by mass, 83% by mass, 82% by mass, 81% by mass, and 80% by mass. It is preferable.

Of the entire liquid crystal composition according to the present invention, general formula (I), general formula (N-1a), general formula (N-1b), general formula (N-1c), and general formula (N-1d) , General formula (N-1e) and general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6) The lower limit of the proportion of the component composed only of the compound to be formed is 68 mass%, 70 mass%, 71 mass%, 73 mass%, 75 mass%, 78 mass%, 80 mass%, 81 mass%, 83 Mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass% 97 mass%, 98 mass%, and 99 mass% are preferable.

Of the entire liquid crystal composition according to the present invention, general formula (I), general formula (N-1a), general formula (L-1), general formula (L-3), general formula (L-4), The upper limit of the proportion of the component composed only of the compounds represented by formula (L-5) and general formula (L-6) is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% Mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass% 83 mass%, 82 mass%, 81 mass%, 80 mass%, 79 mass%, 78 mass%, 77 mass%, 76 mass%, 75 mass%, 74 mass%, 73 mass%, 72 mass%, 71 Mass%, 70 mass%, 69 mass%, 68 mass%, 67 mass%, 66 mass%, 65 mass%, 64 mass% 63 wt%, 62 wt%, preferably.

Of the entire liquid crystal composition according to the present invention, general formula (I), general formula (N-1a), general formula (L-1), general formula (L-3), and general formula (L-4) The lower limit of the proportion of the component composed only of the compounds represented by formulas (L-5) and (L-6) is 38% by mass, 40% by mass, 41% by mass, 43% by mass , 45%, 48%, 50%, 61%, 63%, 65%, 66%, 67%, 68%, 69%, 70%, 72%, 74% It is preferable that they are mass%, 76 mass%, 78 mass%, 80 mass%, 82 mass%, 84 mass%, 86 mass%, 88 mass%, 90 mass%, and 92 mass%.

Of the entire liquid crystal composition according to the present invention, general formula (I), general formula (N-1d), general formula (L-1), general formula (L-3), general formula (L-4), The upper limit of the proportion of the component composed only of the compounds represented by formula (L-5) and general formula (L-6) is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% Mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass% 83 mass%, 82 mass%, 81 mass%, 80 mass%, 79 mass%, 78 mass%, 77 mass%, 76 mass%, 75 mass%, 74 mass%, 73 mass%, 72 mass%, 71 Mass%, 70 mass%, 69 mass%, 68 mass%, 67 mass%, 66 mass%, 65 mass%, 64 mass% 63 wt%, 62 wt%, preferably.

Of the entire liquid crystal composition according to the present invention, general formula (I), general formula (N-1d), general formula (L-1), general formula (L-3), and general formula (L-4) The lower limit of the proportion of the component composed only of the compounds represented by formulas (L-5) and (L-6) is 38% by mass, 40% by mass, 41% by mass, 43% by mass , 45%, 48%, 50%, 61%, 63%, 65%, 66%, 67%, 68%, 69%, 70%, 72%, 74% It is preferable that they are mass%, 76 mass%, 78 mass%, 80 mass%, 82 mass%, 84 mass%, 86 mass%, 88 mass%, 90 mass%, and 92 mass%.

The liquid crystal display device using the liquid crystal composition of the present invention has a remarkable feature of high-speed response, and in addition, a sufficient tilt angle is obtained, there is no residual monomer, or there is no problem, and the voltage Since the retention rate (VHR) is high, there are no defects such as orientation failure and display failure, or they are sufficiently suppressed. In addition, since the tilt angle and the residual monomer can be easily controlled, it is easy to optimize and reduce the energy cost for manufacturing, which is optimal for improving production efficiency and stable mass production.

The liquid crystal display device using the liquid crystal composition of the present invention is particularly useful for a liquid crystal display device for active matrix driving, and a liquid crystal display device for PSA mode, PSVA mode, VA mode, PS-IPS mode or PS-FFS mode Can be used.

The liquid crystal display element according to the present invention includes a first substrate and a second substrate which are arranged opposite to each other, a common electrode provided on the first substrate or the second substrate, the first substrate or the Preferably, the pixel electrode includes a thin film transistor provided over a second substrate and a liquid crystal layer containing a liquid crystal composition provided between the first substrate and the second substrate. If necessary, an alignment film for controlling the alignment direction of the liquid crystal molecules may be provided on the opposing surface side of at least one of the first substrate and / or the second substrate so as to contact the liquid crystal layer. As the alignment film, a vertical alignment film, a horizontal alignment film, or the like can be appropriately selected according to the driving mode of the liquid crystal display element, and a rubbing alignment film (for example, polyimide) or a photo-alignment film (decomposable polyimide, etc.) The known alignment film can be used. Further, a color filter may be provided as appropriate on the first substrate or the second substrate, and a color filter may be provided on the pixel electrode or the common electrode.

The two substrates of the liquid crystal cell used in the liquid crystal display device according to the present invention can be made of a transparent material having flexibility such as glass or plastic, and one of them can be an opaque material such as silicon. A transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.

The color filter can be prepared by, for example, a pigment dispersion method, a printing method, an electrodeposition method, or a dyeing method. A method for producing a color filter by a pigment dispersion method will be described as an example. A curable coloring composition for a color filter is applied on the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. By performing this process for each of the three colors red, green, and blue, a pixel portion for a color filter can be created. In addition, a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided on the substrate.

It is preferable that the first substrate and the second substrate face each other so that the common electrode and the pixel electrode layer are inside.

The distance between the first substrate and the second substrate may be adjusted via a spacer. In this case, it is preferable to adjust so that the thickness of the obtained light control layer is 1 to 100 μm. More preferably, the thickness is 1.5 to 10 μm. When a polarizing plate is used, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d so that the contrast is maximized. In addition, when there are two polarizing plates, the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are good. Furthermore, a retardation film for widening the viewing angle can also be used. Examples of the spacer include glass particles, plastic particles, alumina particles, and a photoresist material. Thereafter, a sealant such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal inlet provided, the substrates are bonded together, and heated to thermally cure the sealant.

As a method of sandwiching the liquid crystal composition between the two substrates, a normal vacuum injection method or an ODF method can be used.

As a method for polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention, an appropriate polymerization rate is desirable in order to obtain good alignment performance of the liquid crystal. A method of polymerizing by irradiating one or in combination or sequentially is preferable. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used. Further, when the polymerization is performed with the liquid crystal composition sandwiched between two substrates, at least the substrate on the irradiation surface side must be given appropriate transparency to the active energy rays. Moreover, after polymerizing only a specific part using a mask during light irradiation, the orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field, or temperature, and further irradiation with active energy rays is performed. Then, it is possible to use a means for polymerization. In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating electric field to the liquid crystal composition. The alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on a desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In a PSVA mode liquid crystal display element, it is preferable to control the pretilt angle from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

The temperature at the time of irradiation with active energy rays such as ultraviolet rays or electron beams used for polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention is not particularly limited. For example, when the liquid crystal composition of the present invention is applied to a liquid crystal display element including a substrate having an alignment film, it is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition is maintained. Polymerization is preferably performed at a temperature close to room temperature, that is, typically 15 to 35 ° C.

On the other hand, for example, when the liquid crystal composition of the present invention is applied to a liquid crystal display element having a substrate that does not have an alignment film, the irradiation time applied to the liquid crystal display element having a substrate having the alignment film described above. A temperature range wider than the temperature range may be used.

As a lamp for generating ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, or the like can be used. Moreover, as a wavelength of the ultraviolet-rays to irradiate, it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a liquid crystal composition, and it is preferable to cut and use an ultraviolet-ray as needed. The intensity of the irradiated ultraviolet light is preferably 0.1 mW / cm ² to 120 W / cm ^2, more preferably ² mW / cm ² to 50 W / cm ² . The amount of energy of ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm ² to 500 J / cm ^{2, and} more preferably 100 mJ / cm ² to 200 J / cm ² . When irradiating with ultraviolet rays, the intensity may be changed. The time for irradiation with ultraviolet rays is appropriately selected depending on the intensity of ultraviolet rays to be irradiated, but is preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.

Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. Further, “%” in the compositions of the following Examples and Comparative Examples means “mass%”. The following abbreviations are used for the description of compounds in the examples.

(Side chain)
-N -C _n H _{2n + 1} linear alkyl group having n carbon atoms n-C _n H _{2n + 1-} linear alkyl group having n carbon atoms -On -OC _n H _{2n + 1} linear alkoxy group having n carbon atoms Group nO— C _n H _{2n + 1} O— Linear alkoxy group having n carbon atoms —V ₂ —CH═CH ₂
V- CH ₂ = CH-
-V- -CH = CH-
-V1 -CH = CH-CH ₃
1V- CH ₃ —CH═CH—
-2V -CH ₂ -CH ₂ -CH = CH ₂
V2- CH ₂ = CH-CH ₂ -CH _2-
-2V1 -CH ₂ -CH ₂ -CH = CH-CH ₃
1V2- CH ₃ —CH═CH—CH ₂ —CH ₂ —
-F -F
-OCF3 -OCF ₃
(Linking group)
—CF ₂ O——CF ₂ —O—
-OCF2- -O-CF _2-
-1O- -CH ₂ -O-
-O1- -O-CH _2-
-COO- -COO-
-OCO- -OCO-
(Ring structure)

In the examples, the measured characteristics are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: refractive index anisotropy at 25 ° C. γ ₁ : rotational viscosity at 25 ° C. (mPa · s)
Δε: Dielectric anisotropy at 25 ° C. (Liquid crystal display device manufacturing method and evaluation method)
First, a liquid crystal composition containing a polymerizable compound is coated with a polyimide alignment film that induces vertical alignment at a cell gap of 3.5 μm, and then vacuum injection is performed on a liquid crystal cell including a substrate with ITO that is rubbed with the polyimide alignment film. Injected. As a material for forming a vertical alignment film, JALS2096 manufactured by JSR Corporation was used.

Thereafter, for the liquid crystal cell into which the liquid crystal composition containing the polymerizable compound was injected, the pretilt angle of the liquid crystal display element before irradiation with ultraviolet rays was measured and set as the pretilt angle (initial). Thereafter, a voltage of 24 V was applied at a frequency of 100 Hz, and a high pressure mercury lamp was used in a state where liquid crystal molecules were aligned in the horizontal direction with respect to the substrate of the liquid crystal cell. At this time, the illuminance measured under the condition of the center wavelength of 365 nm was adjusted so as to be 100 mW / cm ² and the irradiation time was 120 seconds, and ultraviolet rays with an integrated light amount of 12 J / cm ² were irradiated. The ultraviolet irradiation condition was set as irradiation condition 1. Under this irradiation condition 1, a pretilt angle is given to the liquid crystal molecules in the liquid crystal cell. And the pretilt angle of the liquid crystal display element was measured after ultraviolet irradiation, and it was set as the pretilt angle (after UV). In the present invention, the angle calculated by the rotational analyzer method was measured as the pretilt angle. The pretilt angle was measured using ELSICON manufactured by Toyo Technica. A larger pretilt angle change amount, which is the difference between the pretilt angle (initial) and the pretilt angle (after UV), can form a sufficient pretilt angle in a shorter time. Therefore, when the amount of change in the pretilt angle is large, the ultraviolet irradiation time can be shortened and the time required for the manufacturing process can be shortened.

This test is for checking the amount of change in the pretilt angle.

(Examples 1 and 2, Comparative Examples 1, 2, 3, 4, 5)
The polymerizable compound described in Table 1 below is mixed in an amount of 0.46 parts by mass with respect to 99.6 parts by mass of the liquid crystal composition (LC-001) described in Table 1 below. A liquid crystal composition containing the compound was prepared. Specifically, LC-R1 (Comparative Example 1) in which 0.4 part by mass of the polymerizable compound (RM-R1) is added to 99.6 parts by mass of the liquid crystal composition (LC-001), the liquid crystal composition LC-R2 (Comparative Example 2), in which 0.4 part by mass of the polymerizable compound (RM-R2) was added to 99.6 parts by mass of (LC-001), the liquid crystal composition (LC-001) 99.6 Polymerizable with respect to 99.6 parts by mass of LC-R3 (Comparative Example 3) and liquid crystal composition (LC-001) in which 0.4 parts by mass of the polymerizable compound (RM-R3) was added to parts by mass. The polymerizable compound (RM-R5) was added to 0 to 99.6 parts by mass of LC-R4 (Comparative Example 4) and the liquid crystal composition (LC-001) to which 0.4 part by mass of the compound (RM-R4) was added. .4 parts by mass of LC-R5 (Comparative Example 5), liquid crystal composition (LC-001) 99.6 parts by mass The polymerizable compound (RM-) was added to 99.6 parts by mass of LC-1 (Example 1) and the liquid crystal composition (LC-001) to which 0.4 parts by mass of the polymerizable compound (RM-1) was added. A liquid crystal composition of LC-2 (Example 2) to which 0.4 part by mass of 2) was added was prepared, and each physical property value was measured. Table 1 shows the structure of the liquid crystal composition and the results of its physical properties.

As a result, when the ultraviolet ray was irradiated under the irradiation condition 1, the pretilt angle change amount of the polymerizable compound of Comparative Example 1 (LC-R1) was 4.0 [°], and the pretilt angle change of Comparative Example 2 (LC-R2) was The amount of change was 15.0 [°], the amount of change in pretilt angle of Comparative Example 3 (LC-R3) was 10.1 [°], and the amount of change in pretilt angle of Comparative Example 4 (LC-R4) was 12.5 [°]. In contrast, the pretilt angle change amount of Example 1 (LC-1) was 37.4 [°], and the pretilt angle change amount of Example 2 (LC-2) was 23.5 [°]. In other words, it was confirmed that a pretilt angle was formed by short-time ultraviolet irradiation. Since precipitation was observed in Comparative Example 5 (LC-R5), it was confirmed that RM-R5 has low solubility.

From the above, the amount of change in the pretilt angle in Examples 1-2 (LC-1 and LC-2), which are liquid crystal compositions containing the polymerizable compound represented by the general formula (I) of the present invention, is It was confirmed that it was sufficiently large, and that a sufficient pretilt angle was formed by less UV irradiation. On the other hand, it was confirmed that the amount of change in pretilt angle in Comparative Examples 1 to 5 (LC-R1, LC-R2, LC-R3, LC-R4, and LC-R5) was small, and the pretilt angle was formed. The result was that more UV irradiation was required.

When the solubility of the liquid crystal display elements using the liquid crystal compositions of Examples 1 and 2 was confirmed, no precipitation was observed.

When the polymerization rate of the liquid crystal display elements using the liquid crystal compositions of Examples 1 and 2 was measured, it was confirmed that the polymerization rate was sufficient.

(Examples 3 to 6)
A liquid crystal composition containing a polymerizable compound was prepared by mixing 0.4 part by mass of a polymerizable liquid crystal compound with respect to 99.6 parts by mass of the liquid crystal composition described in Table 2 below. Specifically, 0.3 part by mass of the polymerizable compound (RM-1) and 0.1 part by mass of the polymerizable compound (RM-R1) with respect to 99.6 parts by mass of the liquid crystal composition (LC-001). LC-4 (Example 3), LC-4 (Example 3) and LC-4 (Example 1) added with 0.4 parts by mass of the polymerizable compound (RM-1) to 99.6 parts by mass of the liquid crystal composition (LC-002). Example 4), LC-5 (Example 5) in which 0.4 part by mass of the polymerizable compound (RM-1) was added to 99.6 parts by mass of the liquid crystal composition (LC-003), the liquid crystal composition ( LC-004) A liquid crystal composition of LC-6 (Example 6) was prepared by adding 0.4 part by mass of the polymerizable compound (RM-1) to 99.6 parts by mass. It was measured. Tables 2, 3, 4, and 5 show the composition of the liquid crystal composition and the results of its physical properties.

0.3 part by weight of the compound represented by the formula (RM-1) and 0.1 part by weight of the polymerizable compound (RM-R1) were added to 99.6 parts by weight of the liquid crystal composition LC-001. A liquid crystal composition containing a polymerizable compound was taken as Example 3.

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-002 was taken as Example 4. .

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-003 was taken as Example 5. .

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-004 was taken as Example 6. .

As for Example 3, Example 4, Example 5 and Example 6, as well as Example 1 to Example 2, it was confirmed that the amount of change in the pretilt angle was sufficiently large, and it was sufficient with less UV irradiation. It was confirmed that a pretilt angle was formed.

When the solubility of the liquid crystal display devices using the liquid crystal compositions of Examples 3 to 6 was confirmed, no precipitation was observed.

When the polymerization rate of the liquid crystal display elements using the liquid crystal compositions of Examples 3 to 6 was measured, it was confirmed that the polymerization rate was sufficient.

(Example 7, Example 8, and Example 9)
0.4 parts by mass of a polymerizable liquid crystal compound was mixed with 99.6 parts by mass of the liquid crystal compositions (LC-005, LC-006, LC-007) described in Tables 6 and 7 below. A liquid crystal composition containing a polymerizable compound was prepared. Specifically, Example 7 in which 0.4 parts by mass of the polymerizable compound (RM-1) was added to 99.6 parts by mass of the liquid crystal composition (LC-005, LC-006, LC-007). The liquid crystal compositions of Example 8 and Example 9 were prepared and their physical properties were measured. Tables 6 and 7 show the composition of the liquid crystal composition and the results of its physical properties.

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-005 was taken as Example 7. .

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-006 was taken as Example 8. .

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-007 was determined as Example 9. .

Also in Example 7, Example 8, and Example 9, as in Examples 1 to 6, it was confirmed that the amount of change in pretilt angle was sufficiently large, and a sufficient pretilt angle was formed by less UV irradiation. I was able to confirm that

When the solubility of the liquid crystal display devices using the liquid crystal compositions of Examples 7 to 9 was confirmed, no precipitation was observed.

When the polymerization rate of the liquid crystal display devices using the liquid crystal compositions of Examples 7 to 9 was measured, it was confirmed that the polymerization rate was sufficient.

(Example 10, Example 11 and Example 12)
0.4 parts by mass of a polymerizable liquid crystal compound was mixed with 99.6 parts by mass of the liquid crystal compositions (LC-008, LC-009, LC-010) described in Table 8 and Table 9 below. A liquid crystal composition containing a polymerizable compound was prepared. Specifically, Example 10 in which 0.4 parts by mass of the polymerizable compound (RM-1) was added to 99.6 parts by mass of the liquid crystal composition (LC-008, LC-009, LC-010). The liquid crystal compositions of Example 11 and Example 12 were prepared and their physical properties were measured. Tables 8 and 9 show the composition of the liquid crystal composition and the results of its physical properties.

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-008 was taken as Example 10. .

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-009 was defined as Example 11. .

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-010 was defined as Example 12. .

Also in Example 10, Example 11, and Example 12, as in Example 1 to Example 9, it was confirmed that the amount of change in the pretilt angle was sufficiently large, and a sufficient pretilt angle was formed by less UV irradiation. I was able to confirm that

When the solubility of the liquid crystal display devices using the liquid crystal compositions of Examples 10 to 12 was confirmed, no precipitation was observed.

When the polymerization rate of the liquid crystal display devices using the liquid crystal compositions of Examples 10 to 12 was measured, it was confirmed that the polymerization rate was sufficient.

Claims

Formula (I)

(In the formula (I), X 1 to X 12 are each independently a hydrogen atom, alkyl group, alkoxy group, trifluoromethyl group, trifluoromethoxy group, chlorine atom, fluorine atom, or —S 1 —R. 1 and at least one of X 1 to X 12 represents an alkoxy group having 1 to 15 carbon atoms,
R 1 , R 2 and R 3 are each independently selected from formulas (R-1) to (R-15)

Represents a group selected from
S 1 , S 2 and S 3 each independently represents a single bond or an alkylene group having 1 to 15 carbon atoms, one —CH 2 — in the alkylene group or two or more non-adjacent — CH 2 — may be substituted with —O—, —OCO— or —COO— so that the oxygen atom is not directly adjacent, and at least one of S 2 or S 3 is an alkylene group having 1 carbon atom In the case where a plurality of —S 1 —R 1 are present in the molecule, they may be the same or different. And one or more polymerizable compounds represented by
A liquid crystal composition comprising one or more selected from the group consisting of a compound represented by the following general formula (N-1) and a compound represented by the following general formula (J).

(In the general formula (N-1), R N11 and R N12 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent two or more —CH in the alkyl group. 2 — may be each independently substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
A N11 and A N12 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more —CH 2 — not adjacent to each other represents —O And (b) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ are replaced with —N =). May be.)
(C) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b) and (c) are each independently a cyano group, a fluorine atom or a chlorine atom. May be replaced with
Z N11 and Z N12 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2- , -CF 2 O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
n N11 and n N12 each independently represents an integer of 0 to 3, but n N11 + n N12 are each independently 1, 2 or 3, and n N11 and n N12 are 2 or more, and A N11 to When there are a plurality of A 12 and Z N11 to Z 12 , they may be the same or different. )
General formula (J)

(In the general formula (J), R J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently —CH 2. ═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO— may be substituted,
X J1 represents a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group,
A J1 , A J2 and A J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O-.)
(B) 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ that are not adjacent to each other may be replaced by —N═)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
Represents a group selected from the group consisting of the above-mentioned groups (a) and (b) each independently substituted with a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group or a trifluoromethoxy group. May have been
Z J1 and Z J2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, Represents —COO—, —OCO— or —C≡C—,
n J1 represents 0, 1, 2, 3 or 4;
When n J1 is 2, 3 or 4 and a plurality of A J2 are present, they may be the same or different, and n J1 is 2, 3 or 4 and a plurality of Z J1 is present. In some cases, they may be the same or different. )
Furthermore, the general formula (L)

(In the general formula (L), R L1 and R L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent two or more —CH 2 in the alkyl group. Each — may be independently substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
A L1 , A L2 and A L3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 -. May be replaced by -O-) and (B) 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ that are not adjacent to each other may be replaced by —N═)
The group (a) and the group (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z L1 and Z L2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2- , -CF 2 O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
n L1 represents 0, 1, 2 or 3,
When n L1 is 2 or 3, and a plurality of A L2 are present, they may be the same or different, and when n L1 is 2 or 3, and a plurality of Z L3 are present, May be the same or different, but excludes compounds represented by general formula (I) and general formula (N-1). The liquid crystal composition according to claim 1, comprising one or more compounds selected from compounds represented by:
Furthermore, the general formula (II)

(In the formula, R 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 , R 209 and R 210 are each independently substituted with P 21 -Sp 21 -and fluorine atoms. Represents an alkyl group having 1 to 5 carbon atoms which may be substituted, an alkoxy group having 1 to 5 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, and P 21 represents the above formula ( R-1) to any one of formulas (R-15), Sp 21 represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or two or more —CH 2 in the alkylene group -May be substituted with -O-, -OCO- or -COO- so that the oxygen atoms are not directly adjacent,
A 21 is
(A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 -. May be replaced by -O-) and (B) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ may be replaced by —N═) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl group, one —CH═ or two or more non-adjacent —CH═ may be replaced by —N═.
The group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 12 carbon atoms or an alkoxy group having 1 to 12 carbon atoms. group, a halogen, a cyano group, a nitro group, or P 21 -Sp 21 - be substituted with good,
Having at least one or more P 21 -Sp 21- in the molecule of the formula (II),
L 21 represents a single bond, —OCH 2 —, —CH 2 O—, —C 2 H 4 —, —OC 2 H 4 O—, —COO—, —OCO—, —CH═CR a —COO—, -CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) z -OCO -, - OCO- (CH 2 ) z —, —COO— (CH 2 ) z —, —CH═CH—, —CF 2 O—, —OCF 2 — or —C≡C— (wherein R a is independently Represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, wherein z represents an integer of 1 to 4),
n 21 represents 0, 1 or 2,
When there are a plurality of P 21 , Sp 21 , and A 21 , they may be the same or different, but they are represented by general formula (I), general formula (N-1), and general formula (L). Excluded compounds. The liquid crystal composition according to any one of claims 1 and 2, comprising one or more compounds selected from the group of compounds represented by:
The liquid crystal display element using the liquid-crystal composition of any one of Claim 1 to 3.
A liquid crystal display element for driving an active matrix using the liquid crystal composition according to claim 1.
A liquid crystal display element for a PSA mode, a PSVA mode, a PS-IPS mode, or a PS-FFS mode using the liquid crystal composition according to any one of claims 1 to 3.